Structures of two new phenolic 24-nor-D:A-friedo-oleananes related to zeylasterone: A partial synthesis of trimethylzeylasterone

G. M.Kamal B. Gunaherath; A. A.Leslie Gunatilaka

doi:10.1016/S0040-4039(00)81834-1

Structures of two new phenolic 24-nor-D:A-friedo-oleananes related to zeylasterone: A partial synthesis of trimethylzeylasterone

G. M.Kamal B. Gunaherath
, A. A.Leslie Gunatilaka

Research output: Contribution to journal › Article › peer-review

10 Scopus citations

Abstract

Zeylasteral and desmethylzeylasterone, two new triterpenes from Kokoona zeylanica have been shown to be 2,3-dihydroxy-6,23-dioxo-24-nor-D:A-friedo-oleana-1,3,5(10),7-tetraen-29-oic acid methyl ester (20α) and 2,3-dihydroxy-6-oxo-24-nor-D:A-friedo-oleana-1,3,5(10),7-tetraen23,29-dioic acid (20α), respectively, and have been related to trimethylzeylasterone. A partial synthesis of trimethylzeylasterone starting from pristimerin has been achieved.

Original language	English (US)
Pages (from-to)	2025-2028
Number of pages	4
Journal	Tetrahedron Letters
Volume	24
Issue number	19
DOIs	https://doi.org/10.1016/S0040-4039(00)81834-1
State	Published - 1983
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)81834-1

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title = "Structures of two new phenolic 24-nor-D:A-friedo-oleananes related to zeylasterone: A partial synthesis of trimethylzeylasterone",

abstract = "Zeylasteral and desmethylzeylasterone, two new triterpenes from Kokoona zeylanica have been shown to be 2,3-dihydroxy-6,23-dioxo-24-nor-D:A-friedo-oleana-1,3,5(10),7-tetraen-29-oic acid methyl ester (20α) and 2,3-dihydroxy-6-oxo-24-nor-D:A-friedo-oleana-1,3,5(10),7-tetraen23,29-dioic acid (20α), respectively, and have been related to trimethylzeylasterone. A partial synthesis of trimethylzeylasterone starting from pristimerin has been achieved.",

author = "Gunaherath, \{G. M.Kamal B.\} and Gunatilaka, \{A. A.Leslie\}",

year = "1983",

doi = "10.1016/S0040-4039(00)81834-1",

language = "English (US)",

volume = "24",

pages = "2025--2028",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

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T1 - Structures of two new phenolic 24-nor-D:A-friedo-oleananes related to zeylasterone

T2 - A partial synthesis of trimethylzeylasterone

AU - Gunaherath, G. M.Kamal B.

AU - Gunatilaka, A. A.Leslie

PY - 1983

Y1 - 1983

N2 - Zeylasteral and desmethylzeylasterone, two new triterpenes from Kokoona zeylanica have been shown to be 2,3-dihydroxy-6,23-dioxo-24-nor-D:A-friedo-oleana-1,3,5(10),7-tetraen-29-oic acid methyl ester (20α) and 2,3-dihydroxy-6-oxo-24-nor-D:A-friedo-oleana-1,3,5(10),7-tetraen23,29-dioic acid (20α), respectively, and have been related to trimethylzeylasterone. A partial synthesis of trimethylzeylasterone starting from pristimerin has been achieved.

AB - Zeylasteral and desmethylzeylasterone, two new triterpenes from Kokoona zeylanica have been shown to be 2,3-dihydroxy-6,23-dioxo-24-nor-D:A-friedo-oleana-1,3,5(10),7-tetraen-29-oic acid methyl ester (20α) and 2,3-dihydroxy-6-oxo-24-nor-D:A-friedo-oleana-1,3,5(10),7-tetraen23,29-dioic acid (20α), respectively, and have been related to trimethylzeylasterone. A partial synthesis of trimethylzeylasterone starting from pristimerin has been achieved.

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UR - https://www.scopus.com/pages/publications/0002815468#tab=citedBy

U2 - 10.1016/S0040-4039(00)81834-1

DO - 10.1016/S0040-4039(00)81834-1

M3 - Article

AN - SCOPUS:0002815468

SN - 0040-4039

VL - 24

SP - 2025

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 19

ER -

Structures of two new phenolic 24-nor-D:A-friedo-oleananes related to zeylasterone: A partial synthesis of trimethylzeylasterone

Abstract

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