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Journal ArticleDOI

Synthesis of new pentacyclic heterocyclic steroidal analogs, 6-oxabenz[3,4]-d-homoestra- 1,3,5(10),8,14-pentaen-17α-one and 3a,4,5,13-tetrahydro-3H- [2]benzothieno[5,4-d]naphtho- [1,2-b]pyran☆

01 Jul 1991-Steroids (Elsevier)-Vol. 56, Iss: 7, pp 388-391
TL;DR: The total synthesis of new pentacyclic heterocyclic steroidal analogs, 6-oxabenz[3,4], 1,3,5(10),8,14-pentaen-17a-one and 3a,4,5,13-tetrahydro-3H-[2]benzothieno[5,4-d]naphtho[1,2-b]-pyran is described.
About: This article is published in Steroids.The article was published on 1991-07-01. It has received 3 citations till now. The article focuses on the topics: Pyran & Total synthesis.
Citations
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Journal ArticleDOI
01 Jun 2007-Steroids
TL;DR: The continuous interest in the field of oxasteroids mainly arises from the fascinating aspects associated with their peculiar stereochemical features and their promising and sometimes unexpected biological activities.

41 citations

Journal ArticleDOI
01 Sep 2008-Steroids
TL;DR: A review of literature on the synthesis of pentacyclic steroids is presented and it is shown that the steroids are among the most important secondary metabolites.

29 citations


Cites background from "Synthesis of new pentacyclic hetero..."

  • ...In 1991, the same authors [22] described the total synthesis of new pentacyclic heterocyclic steroidal analogs, 6oxabenz[3,4]-d-homoestra-1,3,5(10),8,14-pentaen-17a-one 30 and 3a,4,5,13-tetrahydro-3H-[2]benzothieno[5,4-d]naphto[1,2b]pyran 32, from 4-oxa-1,2,3,4-tetrahydrophenanthren-1-one (Scheme 7)....

    [...]

Journal ArticleDOI
TL;DR: In this paper, total synthesis of tetracyclic heterogonane ring systems was achieved from 1-oxo-4-thia-1,2,3,4-tetrahydrophenanthrene and its oxa analogue.
Abstract: Total synthesis of tetracyclic heterogonane ring systems(1,2 & 3) were achieved from 1-oxo-4-thia-1,2,3,4-tetrahydrophenanthrene(4) and its oxa analogue(5)

2 citations

References
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Journal ArticleDOI
TL;DR: Synthese du compose du titre a partir de l'oxo-3acetoxy-5cyclopentenedicarboxylate-1,2 de dimethyle via un cetoester chiral utilise dans la synthese de PGF 2 α(+).
Abstract: Synthese du compose du titre a partir de l'oxo-3acetoxy-5cyclopentenedicarboxylate-1,2 de dimethyle via un cetoester chiral utilise dans la synthese de PGF 2 α(+)

44 citations

Journal ArticleDOI
01 Dec 1963-Steroids
TL;DR: In this article, the effects of (±)-13β, 17α-diethyl-17β-hydroxygon-4-en-3-one were compared with resolved samples of the component enantiomers.

36 citations

Journal ArticleDOI
TL;DR: Es wird über die Totalsynthese von verschiedenen Derivaten des (±)-6-Oxa- und Aza-Östrons und die Umwandlung von (±-17β-Oxy-3-methoxy-6-oxa-östratrien-1, 3, 510 zu Verbindungen der (±)19-Nor-6
Abstract: Es wird uber die Totalsynthese von verschiedenen Derivaten des (±)-6-Oxa- und Aza-Ostrons und die Umwandlung von (±)-17β-Oxy-3-methoxy-6-oxa-ostratrien-1, 3, 510 zu Verbindungen der (±)-19-Nor-6-oxa-testosteron-Klasse berichtet. Die biologische Wirksamkeit der Glieder in der 6-Oxa-Reihe wird beschrieben.

23 citations

Journal ArticleDOI
TL;DR: The total synthesis of a series of racemic C-18 functionalized steroids was carried out in a search for novel estrogen-and/or progestin-receptor agonists or antagonists, which showed little activity in the Clauberg and anti-Clauberg assays.
Abstract: The total synthesis of a series of racemic C-18 functionalized steroids was carried out in a search for novel estrogen-and/or progestin-receptor agonists or antagonists. The target compound 3,18-dihydroxyestra-1,3,5(10)-triene (2), 13-(2-oxopropyl)gona-4-en-3-one (3), 13-(1-hydroxy-1-prop-2-ynyl)gona-4-en-3-one (4a and 4b) and 13-(1-acetoxy-2-oxo-1-propyl)gona-4-en-3-one (5) are position isomers of the highly biologically active estradiol, progesterone, norethindrone, and 17-acetoxyprogesterone, respectively. Nevertheless the synthetic C-18 functionalized steroids 3-5 showed little activity in the Clauberg and anti-Clauberg assays. Compound 2 showed no antagonism in the postcoital assay despite the fact that it exhibited weak but measurable in vitro receptor-binding activity.

18 citations