Volume 40 tables of content, author index, and subject index

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CONTENTS INDEX - VOLUME 40 Affinity Labeling of Rat Liver Microsomal NAN-5~-Reductase with a Nucleoside Analogue. S.W. Golf and V. Graef . . 2920 . . . . . . 1 Synthesis and Absolute Configuration at C-23 of (23R and 23S)-3a, 7a,23-Trihydroxy-SB-Cholan-24-Qic and (23R and 23S)-3a,7a,12a,23Tetrahydroxy-58-Cholan-24-Oic Acids. Andrzej Kutner and Romana Jaworska . . 2958 . . . . . . . . . . . . . . . . . . . . 11 C-3 Glucosiduronatesof Metabolites of Adrenal Steroids. Vernon R, Mattos, June E. Goodrich, and Albert N. Nelson . 2974 . 23 Direct Analysis of Steroid Conjugates: The Use of Secondary Ion Mass Spectrometry. C.H.L. Shackleton and K.M. Straub . . 2979 . 35 Estradiol Receptors of Two*Ikstinct Populations of Leydig Cells. T. Lin, G.C.C. Chen, E-P. Murono, J. Osterman, and . . . . . . . . . ...* . ..*. 53 H.R. Nankin . . 2983.... Antagonism of the Actions of Estrogens, Androgens and Progesterone by Anordrin. R.R.2;;ita, J.M. Senco, R.T. Chatterton, Jr., and D. Venton . . . . . . . . . . . . . . . . . . . . . . . 65 Isolation and Identification of Spirorenone Metabolites from the _~ .I . . Monkey @aeaca &zsozcularzs). Werner Krause and Gerhard Kiihne. . 2991 . . . . . . . . . . . . . . . . . . . . . 81 Demonstration of Steroid 17oc-Hydroxylase Activity in Human Fetal Kidney, Thymus, and Spleen. M. Linette Casey and Paul C. MacDonald . . 2995 . . . . . . , . . . . . . . . . . . . 91 The Role of Erostaglandins,Cyclic Nucleotides and Tricarboxylic Acids in the Regulation of the Human Placental Zoo-Hydroxysteroid DehydrogenaseIn Vitro. Ludwig Kiesel, Thomas Rabe,-and Benno Runnebaum . . 3001 . . . . . . . . . . . . . . . . . . . . 99 4-EthenylideneSteroids as Mechanism-eased Inactivators of 38HydroxysheroidDehydrogenases. Venkataraman Balasubramanian, Ian R. McDermott, and Cecil H. Robinson . . 3014 . . . , , . . . 109

723

A New Synthetic Route to Pyrogallolestrogen Dimethyl Ethers by Nucleophilic Substitution of 2,4-Dibromoestrogens. Xu-hua Zheng, Wen-long Wang, Zhi-zheng Zhong, Shen-bon Xu, and Hua-ming Zhao . . 2908 . . . . . . . . . . . . . . . . . . . . . .

121

Studies on Oesteoporosis VII. Effect of 17$-Hydroxy-4-Estren-3-One 17-Decanoate on Experimantal Osteoporosis. J.C. Robin, O.W. Suh, and J.L. Ambrus . . 2947 . . . . . . . . . . . . . . . . . . . . .

125

In Vitro Uptake of Estradiol and Progesterone in the Hamster Uterus Relative to the Time of Embryo Transfer and Stage of Development. Maya Ghosh, M.T. Ridha, and W. Richard Dukelow . . 2984 . . . . . . 133 The Effect of Storage Time and Molybdate on Steroid Receptors in Gynaecological Tissues. M. Toppila, D. Willcocks, J.P.P. Tyler, C.J. Eastman, and C.N. Hudson . . 2985 . . . . . . . . . . . . . .

139

Formation of Estradiol-178 Fatty Acyl 17-Esters in Mammary Tumors. Y.J. Abul-Hajj . . 2996 . . . . . . . . . . . . . . . . . . . . . , 149 Microbial Transformations of Natural Antitumor Agents. 23. Conversion of Withaferin-A to 128-Hydroxy Derivatives of Withaferin-A. J. Fuska, J. Prousek, J. Rosazza, and M. Budesinsky . . 2998 . . , 157 Synthesis and Pharmacological Evaluation of 8a-Estradiol Derivatives. Francisco Bermejo Gonzalez, Giinter Neef, Ulrich Eder, Rudolf Wiechert, Ekkehard Schillinger, and Yukeshige Nishino . . 3004 . . . . . . . 171 Effect of Protease Inhibitors on Androgen Receptor Analysis in Rat Prostate Cytosol. Gail S. Prins and Chung Lee . . 3005 . . . . . . 189 Ovarian Steroidogenic Enzyme Activities During the Rat Estrus Cycle. Abraham K. Numabi, Fernando G. Cassorla, Barry D, Albertson, Gordon B. Cutler, and D. Lynn Loriaux . . 3011 . . . . . . . . . . 203 Marine Sterols X. Minor Constituents of the Sterols of the Soft Coral Sarcophyton GZaucum. Masaru Kobayashi, T. Ishizaka, and H. Mitsuhashi . . 3016 . . . . . . . . . . . . . . . . . . . . . .

209

Direct Action of Estradiol on the Atria1 Action Potential. Evert L. deBeer and Hans A. Keizer . . 3017 . . . . . . . . . . . . 223 Identification of So-Stanols in Patients with Sitosterolemia and Xanthomatosis: Stereochemistry of the Protonolysis of Steroidal Organoborans. B. Dayal, G.S. Tint, A.K. Batta, J. Speck, A.K. Kachadurian, S. Shefer, and G. Salen . . 3018 , . . . . . . .

233

725

Synthesis of 15a- and 15S-Carboxymethyltestosterone Bovine Serum Albumin Conjugates: Characteristics of the Antisera to Testosterone. Yoshinori Miyake, Yoshiaki Kubo, Setsuko Iwabuchi, and Masaharu Kojima . . 2855 . . . ., , . . . . . . , . . . . . . . . . 245 Esterification of Acid Chlorides with Thallium and Potassium Salts of 19-Norethisterone: Formation of 17-Enol Esters, Joseph E. Hers, A.A., Leslie Gunatilaka, Subramanfam Sotheeswaran, and J.V. Torres . . 2997 . . . . . . . . . . . . , . . . . . . , . . . 261 Synthesis of 3-Methoxy-5,6-Secoestra-1,3,5(10),8,14-Pentaen-l7-One. S. Jayaraman, N, Baju, and K. Rajagopalan . , 2999 . . . . , . . .

267

Comparative Effects of Some Hydroxylated Vitamin D Metabolites on Parathyrin Secretion by Dispersed Rat Parathyroid Cells In Rtro. M. Gruson, J. Demigon, J. Del Pino Montes, and L. Miravet , . 3006. 275 Metabolism and Conjugation of (4-14C)Progesterone by Bovine Liver and and Adipose Tissues, In dtro. J.D. Clemens and V.L. Estergreen . . 3008 . . . . . I . . . . . . . . . . . . . . 287 l

Sterols of the Cultured Dinoflagellate Pyrocystis f;unula. W.C.M.C. Kokke, William Fenical, and Carl Djerassi n s 3012 . . . t 307 Plasma and Adrenal Aldosterone Levels in Premature Mice at Birth and During Neonatal Development, J. Loctin and P. Delost . . 3013 , , 319 Kinetic Studies of the Applicability of the Common Site Concept to the 3f3-Hydroxy Steroid Dehydrogenase: 5-Ene-3-Ketosteroid Isomerase Activities of Human Placental Microsomes. C.H. Blomquist, C.E. Kotts, and E.Y. Hakanson . . 3019 . . , . . . . . . . . . , . 331 Structural Requirement of Sterol Nucleus for the Silkworm Growth and Development. Sanae Maruyama, Masuo Marisaki, and Nobuo Ikekawa . . 3020 . . . . . . . . . . . . . . . . . . . . . .

341

Antibacterial Properties of Bile Acid Oxazoline Compounds. Phillip B. Hylemon, Rebecca J. Fricke, and Erwin H. Mosbach , . 3023 . . . . . . , . . . . . . . . . . . . . . 347 The Molecular Structure of (20R)-20-Phenyl-5-Pregnene-38,20-Diol, an Inhibitor of Cholesterol Conversion to Pregnenolone. Charles M. Weeks, Phyllis D. Strong,.William L. Duax and Larry Vickery , . 3037 . . . . . . . . . . . . . . . . . . . . . ,

359

Quantitation of Six Androgens by Combined High Performance Liquid Chromatography and Radioimmunoassay. Susan J. Cook, N.C. Rawlings, and R.I. Kennedy . . 2964 , . , . . . , . . . . . . . . . . . . . . 369 Quantitative Separation of Estrogens, Androgens and Progestogens Using Reverse Phase High Pressure Liquid Chromatography. 0. Ray Kling and Gere S. dizerega . . 2971 . . . . . . . . . . . . 381 A New Synthetic Route to 2-Hydroxyl Steroidal Estrogens via Acetylation and Dakin Oxidation, Ru-Gang Xie, Li-sen Deng, Hai-quan Gu, Ya-ming Fan, and Hua-ming Zhao . . 3026 . . . . . . . 389 Solid Phase Fluoroiimnunoassay for ll-Deoxycortisolin Serum Using 21-Amino-17-Hydraxyprogesterone.Fukuko Watanabe, Noriko Tsubota, Yoshiharu Kobayashi, Okiko Miyata, Ichiya Ninomiya, and Kiyoshi Miyai , . 3031 . . . . . . . . . . . . . . . , . . . . . . 393 Sterols of the Cultured Euglenid Eutreptia Viz&is: A Novel A23Unsaturated Sterol. Jan Zielinski, W.C.M.C. Kokke, William Fenical, and Carl Djerassi . . 3033 . . . . . . . . . . . . . . . . . . . . 403 Canine Bile Acid Enterohepatic Circulation, William T. Beher, Stanley G. Dienst, Grace J. Lin, Adolf0 Morales, and Sofia Stradnieks . . 3036 . . . . . . . . . . . . . . . . . . . . . 413 A New Antiglucocorticoidwith Activity Al-ll-Oxa-ll-Deoxycortisol: In viva. G.P. Chrousos, M.A. Sauer, D.L. Loriaux, and G.B. Cutler, Jr. . . 3040 . . . . . . . . . . . . . . . . . . . . . 425 Minor Sterols of Marine Invertebrates 37. Isolation of Novel Coprostanols and 4a-Methyl Sterols from the Tunicate Ascidia Nigm. T.B. Tam Ha, W.C.M.C. Kokke, and Carl Djerassi . . 3041 . . . . . . 433 Minor and Trace Sterols in Marine Invertebrates 39. 245,255-24,26Cyclocholest-5-En-38-01,A Novel Cyclopropyl Sterol. Caesar A.N. Catalan, Vijai Lakshmi, Francis J. Schmits, and and Carl Djerassi . . 3043 . . . . . . . . . . . . . . . . . . . . 455 Progesterone-InducedEstrogen Receptor-RegulatoryFactor is not 178-HydroxysteroidDehydrogenase. Richard G. MacDonald, Edmund A. Gianferrari, and Wendell W. Leavitt . . 3044 . . . . .

. 465

Corticoid Formation by the Monkey Fetal Adrenal: Evaluation of 17-, 21- and ll-HydroxylaseActivities. Samuel A. Shall . , 3046 . . . .475

Hypothalamic and Pituitary Periodicity Demonstrated by Isolated Rat Adrenal Cells. David R. Magrane and Frank Ungar . . 3007 . . . , . 487 Progestin Binding in Mammary Tissue of Prepartum, Nonlactating and Postpartum, Lactating Cows. Anthony V. Capuco, Pamela A. Feldhoff, R. Michael Akers, James L. Wittliff, and H. Allen Tucker . . 3009 . 503 Pentacyclic Steroids, Part XVI: Studies on the Total Syntheses of Racemic 1,6-Dithiabenz(3,4)Estra-3,5(10),8,14-Tetraen-17-0ne and its D-Homo Analogue. S.R. Ramadas, M. Vijaya Krishna, and P. Ch. Chenchaiah . . 3021 . . . . . . . . . . . . . . , . . . . .

519

Steroid Metabolism by Purified Adult Rat Leydig Cells in Primary Culture. Joan Y. Browning, Robert K. Tcholakian, Michael J. Kessler, and H. Edward Grotjan, Jr. . . 3035 . . . . . . . . . . . . . . . . 535 Isolation and Identification of Three Ecdysteroid Conjugates with a C-20 Wydroxy Group in Eggs of Locustu Vigratoria. George Tsoupras, Ban8 Luu, and Jules A. Hoffmann . . 3038 . . . . . . . . . . . . . 551 Ethanol-InducedReductions in Testicular Steroidogenesis:Major Differences between In I%VO and In Metro Approaches. Theodore J. Cicero and Roy D. Bell . . 3042 . . . . . . . , . . , . 561 Studies on Peroxidase-CatalyzedFormation of Progesterone. Prabha Agrawal and Michael J.K. Jarper . . 3045 . . . . . . . . . . 569 ChenodeoxycholicAcid Synthesis in the Hamster: A Metabolic Pathway vfa 38,7a-Dihydroxy-5-Cholen-24-Oic Acid. Bharti Kulkarni and Norman B. Javitt . . 3047 . . . . . . . . . . . 581 Formation and Isolation of A5-3-KetosteroidsUsing a Purified Rat Liver Alcohol Dehydrogenase. Victoria Knutson and Frank Ungar , . 3054 . . . . . . . . . . . . . . . . . . . . , , .

591

7a-Alkyltestosterone Derivatives: Synthesis and Activity as Androgens and as Aromatase Inhibitors: Alan J, Solo, Claude Cardli, Michael V. Darby, Thomas McKay, W. David Slaunwhite, and Peter Hebbom . . 2992 . . . . . . . . . . . . . . . . . . . . . . 603 Ent-lba-Methylamino-3-Methoxy-l,3,5(18)-Estratrien-l7~-Ol Hydrochloride, a Selective Anti-Arrhythmic Enantiosteroid. A, Boyde, M.B. Groen, B. Hinkriksen, R.J. Marshall, T. Sleigh, E. Winslow, and F.J. Zeelen . . 3022 . ) t , . , . ~ . . . . . . . .615 Studies on the 5a-Androstane-3B-Diol-ba-Hydroxylase and on the 5aAndrostane-3R,17@-Diol-7a-Hydroxylase in Anterior Hypophysis of Male Rats. Jean-Michel Guiraud, Suaanne Samperez, and Pierre Jouan , ) 3024 . . . . . . . . . . . . 1 . . . . . . p . . . 625 Comparative Effects of LHRH Agonist and Ovine LH Administration on Testicular Steriodogenesis in Intact Adult Rat. Rejean Carmichael, Alain Belanger, Simon Caron, Femand Le,brie, and M.R. S&ram . . 3027 . . . . . . , . . . . . + , . . . , a . . . . 641 Estrogen Effects on NADH Oxidase and Superoxide Dismutase in Prepubertal Female Rats. R. Rajan, M.3. Daly, and V.V.R, Reddy . 9 3Q32 I 1 . . . s . s I . . , . . e m . . . . . + I 651 Synthesis of l-Hydroxylated Bile Acids: Methyl lo.,?)a-DihydroxySSJosef E. Herz and Ruben Ocampo , v 3060 , . . . . Cholan-24-Oate,

661

with a Unique Marine Sterols. XII. Glaucasterol, a Novel Css;l;;l Side Chain, from the Soft Coral Sureophgi+lm Masaru Kobayashi and Hiroshi Mitsuhashi , . 3062 . * . . . . . . . 665 Marine Sterols. XIII. Isolation and Syrthesis of lB,38,5,68-TetraHydroxy-5a-Androstan-17-One from the Soft Coral Sarcophyton GZaucwl2. Masaru Robayashi and Hiroshi Mitsuhashi . , 3063 . . . . . . . . . 673 A Photoaffinity Inhibitor of Aromatase. Robert W. Brueggemeier, Catherine E. 'Snider, and Judy G. Kimball . . 3065 . . . . . . . t . 679 &,drogen Regulation of Progestin Biosynthetic Enzymes in FSH-Treated Rat Granploaa Cells In Vitro. T.H. Welsh, Jr., P.B.C. Jones, C.M. Rui.z De G&larretta, L.F. Fanjul, and A.J.W. Hsueh , . 3069 . . 691 The Preparation of Bile Acid Amides and Oxazolines. II. The Synthesis of the Amides and Oxazolines of ~rsodeo~cho~i~ Acid, Deoxycholic Acid, Hyodeoxycholic Acid and Cholic Acid. Bertram I, Cohen, Patricia S. May, Charles K. McSherry, and Erwin H. Mosbach . . 3071 . , . . . . . . . , . , . . . . . . + . 701 l

Deuterium Labeling of Diethylstilbestrol and Analogues. Joachim G. Liehr and Annie M. Ballatore . . 3073 s . . . . . = . .

713

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AUTHOR INDEX - VOLT Abu-Hajj, Y.J., 149 Agrswal, Prabha, 569 Akers, R. Michael, 503 Albertson, Barry D., 203 Ambrus, J.L., 125 Balasubramanisn,V., 109 Ballatore, Annie Me, 713 Batta, A.K., 233 Beher, William T., 413 Belsnger, Alain, 641 Bell, Roy D., 561 Blomquist, C,H., 331 Boyde, A., 615 Browning, Joan Y., 535 Brueggemeier, Robert W,, 679 Budesinksky, M., 157 Capuco, Anthony V., 503 Carmichael, Rejean, 641 Caroli, Claude, 603 Caron, Simon, 641 Casey, M, Linette, 91 Cassorla, Fernando G., 203 Catalan, C.A.N., 455 Chatterton, R.T., Jr,, 65 Chen, G.C,C., 53 Chenehaiah, P. Ch., 519 Chrousos, George P., 425 Cicero, Theodore J., 561 Clemens, J,R,, 287 Cohen, Bertram I., 701 Cook, Susan J., 369 Cutler, Gordon B., 203, 425 Daly, Michael J., 651 'Da&y, Michael V., 603 Dayal, B., 233 deBear, Ever-tL., 223 'DelPino Montes, J., 275 Delost, P., 319 Demjignon,J., 275 Deng, L.S., 389 Dienst, Stanley G., 413 DiZerega, Gere S,, 381 Djerassi, C., 307, 403, 433, 455 Duax, W.L., 359 Dukelaw, W.R., 133

40

Eastman, COJ,, 139 Eder, Ulrich, 171 Estergree, VOL., 287 Fan, YOM., 389 Fanjul, Luisa F,, 691 Feldhoff, Pamela A,, 503 Fenical, William, 307, 403 Fricke, Rebecca J., 347 Fuska, J,, 157

Gianferrari, Edmund A,, 465 Golf, SOW,, 1 Gonzalez, Francisco Bermejo, 171 Goodrich, June E,, 23 Ghosh, M@ya, 133 Graef, V., 1 Groen, MOB,, 615 Grotjan, H, Edward, 3x., 535 ", 275 Gu, H.Q., 389 Gunatilaka, A.A, Leslie, 261 Guiraud, Jean-Michel, 625 Haksnson, E.Y,, 331 Harper, Michale, J,K,, 569 Hebborn, Peter, 603 Hers, Josef E., 261, 661 Hindriksen, B,, 615 Hoffman, Jules A,, 551 Hsueh, Aaron J-W,, 691 Hudson, C.N., 139 Hylemon, Phillip B,, 347 Ikekawa, Nobuo, 341 Ishizaka, Takashi, 209 Iwabuchi, Setsuko, 245 Javitt, Norman B,, 581 Jaworska, R,, 11 Jayaraman, S,, 267 Jenco, J,M,, 65 Jones, Phillip P,B,C., 691 Jouan, Pierre, 625 Kennedy, R,I.,,369 Keizer, Hans A., 223 Kessler, Michael J,, 535

Khachadurian, A.K., 233 Kiesel, Ludwig, 99 Kimball, Judy G., 679 Kling, 0. Ray, 381 Knutson, Victoria P., 591 Kobayashi, Masaru, 209, 665, 673 Kobayashi, Yoshiharu, 393 Kojima, Masaharu, 245 Kokke, W.C.M.C., 307, 403, 433 Kotts, C,E., 331 Krause, Werner, 81 Krishna, M. Vijaya, 519 Kubo, Yoshiaki, 245 Kiihne, Gerhard, 81 Kulkarni, Bharti, 581 Kutner, A., 11 Labrie, Fernand, 641 Lakshmi, V., 455 Leavitt, Wendell W., 465 Lee, Chung, 189 Liehr, Joachim G., 713 Lin, Grace J., 413 Lin, T., 53 Loctin, J., 319 Loriaux, D. Lynn, 203, 425 Luu, Bang, 551 MacDonald, Paul C., 91 MacDonald, Richard G., 465 Magrane, Daved R,, 487 Marshall, R.J., 615 Maruyama, Sanae, 341 Mattox, Vernon R., 23 May, Patricia S., 701 McDermott, Ian R., 109 .McKay, Thomas, 603 McSherry, Charles K., 701 Mehta, R.R., 65 Miravet, L., 275 Mitsuhashi, Hiroshi, 209,665, Miyai, Kiyoshi, 393 Miyake, Yoshinori, 245 Miyata,Okiko, 393 Morales, Adolfo, 413 Morisaki, Masuo,341 Mosbach, Erwin H., 347, 701 Munabi, Abraham K., 203 Murono, E.P,, 53 Nankin, H.R., 53 Neef, Giinter, 171 Nelson, Albert N., 23 Ninomiya, Ichya, 393

673

Nishino, Yukeshige, 171 Ocampo, Ruben, 661 Osterman, J., 53 Prins, Gail S,, 189 Prousek, J,, 157 Rabe, Thomas, 99 Rajagopalan, K., 267 Rajan, Renga, 651 Raju, N., 267 Ramadas, S-R,, 519 Rawlings, N,C., 369 Reddy, V.V.R., 651 Ridha, M,T., 133 Robin, J,C., 125 Robinson, Cecil H,, 109 Rosazza, J,, 157 Ruiz de Galarreta, Carlos M,, 691 Runnebaum, Benno, 99 Sairam, M.S,, 641 Salem, G,, 233 Samperez, Suzanne, 625 Sauer, Mark A., 425 Schillinger, Ekkehard, 171 Schmitz, F.J., 455 Shackleton, C,H.L., 35 Shefer, S., 239 Shall, Samuel A., 475 Slaunwhite, W, David, 603 Sleigh, T., 615 Snider, Catherine E., 679 Solo, Alan J., 603 Sotheeswaran, S., 261 Speck, J., 233 Stradnieks, Sofia, 413 Straub, K.M,, 35 Strong, Phyllis D,, 359 Sub, Q.We, 125 Tam Ha, T.B,, 433 Tcholakian, Robert K,, 535 Tint, G.S., 233 Toppila, M,, 139 Torres, J,V., 261 Tsoupras, George, 551 Tsubota, Noriko, 393 Tucker, H. Allen, 503 Tyler, J.P,P,, 139 Ungar, Frank, 487, 591

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Venton, D., 65 Vickery; Larry E., 359 Watanabe, Fukuko, 393 Weeks, Charles, M., 359 Welsh, Thomas, H., Jr., 691 Wiechert, Rudolf, 171 Willcocks, D., 139 Winslow, E., 615 Wittliff, James L., 503 Wang, W.L., 121

Xie, R.G., 389 Xu, Z.B.,,121 Zeelen, F.J., 615 Zhao, H.M., 121, 389 Zheng, x.H., 121 Zielinski, Jan, 403 Zhong, z.z., 121

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SUBJECT INDEX - VOLUME 40 Acetylation, of estrogens, 389 Action potential, effect of estradiol on, 223 Adrenal cells, hypothalamic and pituitary periodicity in, 487 Affinity labeling, of NADH-5e-reductase by a nucleoside analogue, 1 Aldosterone, antagonism of, 81 Aldosterone, levels of, in mice, 319 Algal steroids, from Eutreptia -b&&h, 403 168-Alkyl-8a-estra-l,3,5(lO)-triene-3,17~-diol derivatives, synthesis and estrogenic-antiestrogenic activities of, 171 7a-Alkyltestosterone derivatives, synthesis and activity as androgens and as aromatase inhibitors, 603 21-Amino-17-hydroxyprogesterone, fluorimmunoassay using, 393 Androgen levels, quantitation by combined high performance liquid chromatography and radioimmunoassay, 369 Androgen receptor, effect of protease inhibitors on, 189 Androgen regulation of progestin enzymes, 691 Androgens, 7a-Alkyltestosterone derivatives as, 603 Sa-Androstan-3R,17B-diol-6a-hydroxylase, studies on, 625 5u-Androstane-18,3B,5,68-tetrol-17-one, from sarco&ton gZauewn, 673 Anordrin, antagonism by, 65 Antagonistic actions, of Anordrin, 65 Anterior hypophysis, hydroxylases in, 625 Anti-arrhythmic enatiosteroid, 615 Antibacterial properties, of bile acid components, 347 Antiglucocorticoids, AI-ll-oxa-ll-deoxycortisol, 425 Antitumor agents, 157 Aromatase inhibitors, 7o-alkyltestosterone derivatives as, 603 Aromatase , photoaffinity inhibitor of, 679 Atria1 tissue, estradiol in, 223 7a-(4'-azido)phenylthioandrost-4-ene-3,17-dione, photoaffinity inhibitor, 679 Bile acid circulation, in dog, 413 Bile acid oxazoline compounds, antibacterial properties of, 347 Bile acids and derivatives, preparation of, 701 Bile acids, synthesis and absolute configuration of, 11 Bovine serum albumin conjugates, 245 Bovine tissues, progesterone in, 287 15a-Carboxymethyl-l78-hydroxyandrost-4-en-3-one, synthesis of, 245 15S-Carboxymethyl-178-hydroxyandrost-4-en-3-one, syntheiss of, 245 Catechol estrogens, effects on oxidases, 651 Chenodeoxycholic acid synthesis,, 581 Cholecystectomy, enterohepatic circulation after, 413 Cholesterol analogs, for silkworm growth, 341 Cholic acid, synthesis of, 701 Conjugates, of adrenal steroid metabolites, 23 Corticoid formation, in monkey, 475 Crown ethers, as catalyst, with CuI, 121 Crystal structure, of (20R)-20-Phenyl-5-pregnene-3B,20-diol, 359

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24,26-Cyclocholesta-5,22E-dien-3B-01 from Sarcophyton 24,26_Cyclocholesterol, from marine sterols, 455 Cyclopropyl sterols, from marine invertebrates, 455

733

Glaum,

665

Dakfn oxidation, of 2-acetyl estrogens, 389 Dehydrogenase, alchohol, in rat, 591 Dehydrogenase, 33-hydroxysteroid activity, 331 7-Dehydroxylase, bile acid activities of, 347 Deoxycholic acid, synthesis of, 701 ll-Deoxycortisol, fluoroimmunoassay of, 393 Deuterium labeling, stilbestrols, 713 2,4-Dibromoestrogens, nucleophilic substitution.of, 121 Diethylstilbestrol, synthesis of, 713 3B-7u-Dihydroxy-5-cholen-24-oic acid, metabolism of, 581 6B,~7B,150,16B-Dimethylen-l,4-androstadiene-(17-(8-l')-spiro-5') perhydrofuran-2'3-dione, metabolites of, 81 1,6-Dithiabenz(3,4)estra-3,5(10),8,14-tetraen-17-one, synthesis of, 116 1,6-Dithia Pentacyclic Steroids, synthesis of, 516 Dog, bile acid circulation in, 413 Ecdysteroid conjugates, in Locusta Yigratoria, 551 Embryo transfer, in hamster uterus, 133 5-Ene-3-Ketosteroid isomerase, 331 17-Enol esters, formation of, 261 Entemhepatic circulation, in dog, 413 Estradiol, effect of, on atria1 action potential, 223 8a-Estradiol derivatives, synthesis and pharmacology of, 171 Estradiol fatty acyl esters, formation of, in mammary tumors, 149 Estrogen effects, on NADH oxidase, 651 Estrogen receptor, in leydig cells, 53 Estrogen receptor regulatory factor (ReRF), 465 Estrogen receptor, relative binding affinities of 166-alkyl and 2, 16f3dialkyl derivatives of 8a-estradiol, 171 Ethanol-induced reductions, in steroidogenesis, 561 4-Ethenylidene-5a-androstane-3g,173-diol and 4-ethenylidene-5aandrostane-3,17-Dione, synthesis of, 109 24-Ethylcholesta-5,7,23Z-trien-33-01, marine sterol, 403 Eutreptia Iriridis, sterols from, 403 Fetal Adrenal, corticoid formation in, 475 Fluoroimmunoassay, for ll-deoxycortisol, 393 Formation and isolation of A '-3-ketosteroids using a purified rat liver alcholol dehydrogenase, 591 Glaucasterol, from Sarocophjton G Zaucum, 665 Glucocorticoid antagonists, 425 Glucosiduronates, C-3, of adrenal steroid metabolites, 23 Glucuronide conjugation, in bovine, 287 Granulsoa cells, androgen regulation of, 691 Gynaecological tissues, steroid receptors in, 139

Hamster uterus, uptake of estradiol in, 133 High performance liquid chromatography,of androgens, 369 Hormon,alproperties, of anordrin, 65 HPLC (High Performance Liquid Chromatography)of estrogens, androgens and progestogens, 381 ll-Hydroxylaseactivity, in corticoid formation, 475 17a-Hydroxylaseactivity, in kidney, 91 Zl-Hydroxylase activity, in corticaid formation, 475 6a and 'la-hydroxylases activity, 625 l-Hydroxylatedbile-acids, synthesis of, 661 17B-Hydroxy-4-estren-3-one17-decanoate, effect of, on osteoporosis, 125 2-Hydroxyl estrogens, syntheses of, 389 3GHydroxysteroid dehydrogenase, 331 17SHydroxysteroid dehydrogenase, 465 20a-Hydroxysteroiddehydrogenase,effect of prostaglandinsupon, 99 Hyodeoxycholic acid, synthesis of, 701 Hypothalamic periodicity, demonstratedby isolated rat adrenal cells, 487 Insect sterols, structural requirements of, 341 Irreversible inactivation, of 3f3(and178)-hydroxysteroiddehydrogenase from P. testosteroniby 4-ethenylidene-5a-androstane-3, 17-dione, 109 Isoelectric focusing, with progesterone receptors, 503 Isomerase, 5-ene-3-ketosteroidactivities, 331 A5-3-Ketosteroids,formation and isolation of, 591 Kidney, 17a-hydroxylasein, 91 Leydig cell, estradiol receptors in, 53 Leydig cell, steroid metabolism in, 535 LHRH agonist, comparative effects of, 641 Lipoidal estradiol, synthesis of, in mammary tumors, 149 Locusta Vigratoria, conjugates in, 551 Luteinizing hormone, in rat, 641 Mammary gland, progesterone receptors, 503 Mammary tumors, synthesis of fatty acyl esters of estradiol in, 149 Marine sterols, 455 Marine sterols, in Eutreptia Kiridis, 403 Marine sterols, in Pyrocystis LunuZa, 307 Marine sterols, in Sarcophyton GZaucum, 209 Marine sterols, in Tunicate As&da Nigm, 433 Mass spectrometry, direct analysis of steroid conjugates, 35 Mechanism-based irreversible inactivation, of bovine adrenal A5-38hydroxysteroid dehydrogenaseby 4-ethenylidene steroids, 109 Metabolism, of 38-7a-dihydroxy-5-cholen-24-oic acid, 581 Metabolism, of progesterone, 287 Ent-3-Methoxy-l6a-methylaminoestra-l,3,5(10)-trien-17B-ol, synthesis and -antiarrhythmic activity of, 615 Nat-3-Methoxy-16u-methylaminoestra-l,3,5(lO)-trien-l7~-ol, synthesis, -cholestrol lowering and antiarrhythmic activity of, 615

S

?l?1PEOIDI

73.5

Methyl la,3a-dihydroxy-5$-cholanate, synthesis of, 661 Methyl la,3~dihydroxy 5B-cholan-24-oate,synthesis of, 661 Oo-Methyl steroids, from TwzaieateAscidZa Nigra, 433 Microbial transformations,conversion of withaferin-A to l.26-and 159hydroxy derivatives of withaferin-A, 157 Microsomes, human placental, 331 Molybdate concentrations,effect upon estrogen receptors, 53 Molybdate, effect on steroid receptors, 139 NADH oxidase, estrogen effects on, 651 NADH-A4-5a-reductase,1 19-Norethisterone,thallium and potassium salts of, 261 Nucleophilic substitution of 2,4_dibromoestrogens,121 2-2,3',3",4,5,5',5"-Octadeuterio-3,4-bis(p-hydroxy-phenyl)-2-hexene, synthesis of, 713 E-2,2,3',3",5,5,5',5"-0ctadeuteriodiethylstilbestrol, synthesis of, 713 Oesteoporosis, studies on, 125 Ovarian steroidogenesis,during rat estrus cycle, 203 Ovine LH administration,in rat; 641 Al-ll-Oxa-ll-deoxycortisol,in vfvo activity of, 425 Parathyroid cells, effect of vitamin D metabolites in, 275 Pentacyclic heterosteroids, synthesis of, 516 Peroxidase-catalyzedformation, of progesterone, 569 (20R)-20-Phenyl-5-pregnene-3B,ZO-diol, crystal structure of, 359 Photoaffinity inhibitor, of aromatase, 679 Pituitary periodicity, demonstratedby isolated rat adrenal cells, 487 Placenta, 2Oo-hydroxy steroid dehydrogenase in, 99 Portacaval shunt, enterohepatic circulation after, 413 Pregnenolone metabolism, in rat, 535 Premature mice, aldosterone levels in, 319 Progesterone, formation of, 569 Progesterone, mechanism of action, 465 Progesterone metabolism, in vitro, 287 Progesterone receptsrr,in mammary tissue, 503 Progestin binding, in cows, 503 Progestins, androgen regulation of, 691 Prostaglandins,effect of, on 20a-hydroxysteroiddehydrogenase,99 Prostate, androgen receptors in, 189 Protease inhibitors, effect of, on androgen receptors, 189 Pyrocystis LtinuZa,marine sterols in, 307 Pyrogallolestrogendimethyl ethers, syntheses of, 121 Quantitation, of steroids by reverse phase HPLC, 381 Rats, vitamin D metabolites in, 275 Saroophyton ~Zaucum, marine sterols in, 209, 665, 673 5,b-Seeo-A8,A14-dehydroesterone methyl ether, synthesis of, 267 Separation, of steroids by reverse phase HPLC, 381 Silkworm growth, sterol nucleus requirements for, 341

Sitosterolemia and xanthomatosis, 5a-stanols in patients with, 233 Soft coral, marine sterols in, 209 Spirorenone, metabolites of, 81 Spleen and thymus, 17-a-hydroxylase in, 91 5a-Stanols, identification of, in plasma of patients with sitosterolemia and xanthomatosis, 233 Steroidal glucosiduronates, 23 Steroidal organoboranes, stereochemistry of their protonolysis, 233 Steroid biosynthesis, inhibitors in, 359 Steroid conjugates, direct analysis of, 35 Steroid 17c+hydroxylase, in kidney, 91 Steroidogenesis, ethanol-induced, 561 Steroid receptors, effect of molybdate on, 139 Superoxide dismutase, estrogen effects on, 651 Syntheses, of 15ct and 15S-carboxymethyltestosterone bovine serum albumin conjugates, 245 Testicular steroidogenesis, in rat, 641 Testosterone, production in rat, 535 Testosterone, steroidogenesis of, 561 (23R and 23S)-3a,7a,12a,23-Tetrahydroxy-5S-cholan-24-oic acids methyl and ethyl esters, synthesis of, 11 (23R and 23S)-3a,7a,23-Trihydroxy-SB-cholan-24-oic acids methyl and ethyl esters, synthesis of, 11 !Punicate Ascida Nigra, marine sterols frmm, 433 tirsodeoxycholic acid, synthesis of, 701 Uterine growth inhibition, effect of 16B-alkyl and 2, 16R-dialkyl 8a-estradiol derivatives on, 171 Uterine receptors, of estradiol, 133 Vitamin D metabolites, effect on parathyrin secretion, 275 Withaferin-A, microbial transformations of, 157