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用于生物学评估的棉酚对映体的大规模拆分

Large-scale resolution of gossypol enantiomers for biological evaluation.

作者信息

Matlin S A, Zhou R H, Belenguer A, Tyson R G, Brookes A N

机构信息

Chemistry Department, The City University, London, UK.

出版信息

Contraception. 1988 Mar;37(3):229-37. doi: 10.1016/0010-7824(88)90025-x.

DOI:10.1016/0010-7824(88)90025-x
PMID:3370995
Abstract

Gossypol has been resolved into its pure optical isomers by conversion into the Schiff's base derivative of (+)-phenylalanine methyl ester, normal or reverse phase chromatography and hydrolysis. Forty grams of pure (-)-gossypol has been prepared in a micronised form for assessment of its antifertility and toxicological effects.

摘要

通过转化为(+)-苯丙氨酸甲酯的席夫碱衍生物、正相或反相色谱法以及水解,棉酚已被拆分为其纯光学异构体。已制备出40克微粉化形式的纯(-)-棉酚,用于评估其抗生育和毒理学效应。

相似文献

1
Large-scale resolution of gossypol enantiomers for biological evaluation.用于生物学评估的棉酚对映体的大规模拆分
Contraception. 1988 Mar;37(3):229-37. doi: 10.1016/0010-7824(88)90025-x.
2
(-)-Gossypol: an active male antifertility agent.
Contraception. 1985 Feb;31(2):141-9. doi: 10.1016/0010-7824(85)90027-7.
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Anti-fertility and other actions of gossypol analogues.
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Antifertility effects of gossypol and its impurities on male hamsters.
Contraception. 1981 Jun;23(6):653-60. doi: 10.1016/s0010-7824(81)80007-8.
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Antifertility, spermicidal and ultrastructural effects of gossypol and derivatives administered orally and by intratesticular injections.口服及睾丸内注射棉酚及其衍生物的抗生育、杀精和超微结构效应
Contraception. 1988 Mar;37(3):301-31. doi: 10.1016/0010-7824(88)90032-7.
6
Ultrastructural, fertility, and spermicidal studies with isomers and derivatives of gossypol in male hamsters.
Biol Reprod. 1987 Nov;37(4):909-24. doi: 10.1095/biolreprod37.4.909.
7
Gossypol: a potential antifertility agent for males.棉酚:一种潜在的男性抗生育剂。
Annu Rev Pharmacol Toxicol. 1984;24:329-60. doi: 10.1146/annurev.pa.24.040184.001553.
8
Comparative anti-fertility effects of gossypol enantiomers in male hamsters.
Int J Androl. 1987 Aug;10(4):619-23. doi: 10.1111/j.1365-2605.1987.tb00361.x.
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Experiences with gossypol as a male pill.棉酚作为男性避孕药的应用经验。
Am J Obstet Gynecol. 1987 Oct;157(4 Pt 2):1079-81. doi: 10.1016/s0002-9378(87)80136-9.
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Cytotoxicity of enantiomers of gossypol Schiff's bases and optical stability of gossypolone.棉酚席夫碱对映体的细胞毒性及棉酚酮的光学稳定性
Eur J Med Chem. 2004 Jul;39(7):619-24. doi: 10.1016/j.ejmech.2004.04.001.

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Optimization of the process parameters for reduction of gossypol levels in cottonseed meal by functional recombinant NADPH-cytochrome P450 reductase and cytochrome P450 CYP9A12 of Helicoverpa armigera.利用棉铃虫功能性重组NADPH-细胞色素P450还原酶和细胞色素P450 CYP9A12降低棉籽粕中棉酚含量的工艺参数优化
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Developing gossypol derivatives with enhanced antitumor activity.
开发具有增强抗肿瘤活性的棉酚衍生物。
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Prospects for pharmacological male contraception.男性药物避孕的前景。
Drugs. 1994 Dec;48(6):851-63. doi: 10.2165/00003495-199448060-00002.
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An overview of the clinical pharmacology and therapeutic potential of gossypol as a male contraceptive agent and in gynaecological disease.
Drugs. 1989 Sep;38(3):333-41. doi: 10.2165/00003495-198938030-00001.