Artabotryols A-E, new lanostane triterpenes from the seeds of artabotrys odoratissimus

Chitrasen Gupta; Subedar Prasad; Mahendra Sahai; Teigo Asai; Noriyuki Hara; Yoshinori Fujimoto

doi:10.1002/hlca.201000102

Artabotryols A-E, new lanostane triterpenes from the seeds of artabotrys odoratissimus

Chitrasen Gupta, Subedar Prasad, Mahendra Sahai, Teigo Asai, Noriyuki Hara, Yoshinori Fujimoto

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

12 Citations (Scopus)

Abstract

Six new lanostane triterpenes, artabotryols A, B, C1, C2, D, and E (1, 2, 3a, 3b, 4, and 5, resp.) have been isolated from the seeds of Artabotrys odoratissimus (Annonaceae). Their structures have been established as (3α,22S,25R)-3-hydroxy-22,26-epoxylanost-8-en-26-one (1), (3α,22S,25R)-22,26-epoxylanost-8-ene-3,26-diol (2), (3α,22S,25R,26R) -26-methoxy-22,26-epoxylanost-8-en-3-ol (3a), (3α,22S,25R, 26S)-26-methoxy-22,26-epoxylanost-8-en-3-ol (3b), (3α,22S,25R)-3,22- dihydroxylanost-8-en-26-oic acid (4) and (3α,7α,11α,22S,25R)- 3,7,11-trihydroxy-22,26-epoxylanost-8-en-26-one (5) by spectroscopic studies and chemical correlations.

Original language	English
Pages (from-to)	1925-1932
Number of pages	8
Journal	Helvetica Chimica Acta
Volume	93
Issue number	10
DOIs	https://doi.org/10.1002/hlca.201000102
Publication status	Published - 2010 Oct
Externally published	Yes

Keywords

Artabotryols A-E
Artabotrys odoratissimus
Lanostane triterpenes
Triterpenes

ASJC Scopus subject areas

Catalysis
Biochemistry
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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10.1002/hlca.201000102

Cite this

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title = "Artabotryols A-E, new lanostane triterpenes from the seeds of artabotrys odoratissimus",

abstract = "Six new lanostane triterpenes, artabotryols A, B, C1, C2, D, and E (1, 2, 3a, 3b, 4, and 5, resp.) have been isolated from the seeds of Artabotrys odoratissimus (Annonaceae). Their structures have been established as (3α,22S,25R)-3-hydroxy-22,26-epoxylanost-8-en-26-one (1), (3α,22S,25R)-22,26-epoxylanost-8-ene-3,26-diol (2), (3α,22S,25R,26R) -26-methoxy-22,26-epoxylanost-8-en-3-ol (3a), (3α,22S,25R, 26S)-26-methoxy-22,26-epoxylanost-8-en-3-ol (3b), (3α,22S,25R)-3,22- dihydroxylanost-8-en-26-oic acid (4) and (3α,7α,11α,22S,25R)- 3,7,11-trihydroxy-22,26-epoxylanost-8-en-26-one (5) by spectroscopic studies and chemical correlations.",

keywords = "Artabotryols A-E, Artabotrys odoratissimus, Lanostane triterpenes, Triterpenes",

author = "Chitrasen Gupta and Subedar Prasad and Mahendra Sahai and Teigo Asai and Noriyuki Hara and Yoshinori Fujimoto",

year = "2010",

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T1 - Artabotryols A-E, new lanostane triterpenes from the seeds of artabotrys odoratissimus

AU - Gupta, Chitrasen

AU - Prasad, Subedar

AU - Sahai, Mahendra

AU - Asai, Teigo

AU - Hara, Noriyuki

AU - Fujimoto, Yoshinori

PY - 2010/10

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N2 - Six new lanostane triterpenes, artabotryols A, B, C1, C2, D, and E (1, 2, 3a, 3b, 4, and 5, resp.) have been isolated from the seeds of Artabotrys odoratissimus (Annonaceae). Their structures have been established as (3α,22S,25R)-3-hydroxy-22,26-epoxylanost-8-en-26-one (1), (3α,22S,25R)-22,26-epoxylanost-8-ene-3,26-diol (2), (3α,22S,25R,26R) -26-methoxy-22,26-epoxylanost-8-en-3-ol (3a), (3α,22S,25R, 26S)-26-methoxy-22,26-epoxylanost-8-en-3-ol (3b), (3α,22S,25R)-3,22- dihydroxylanost-8-en-26-oic acid (4) and (3α,7α,11α,22S,25R)- 3,7,11-trihydroxy-22,26-epoxylanost-8-en-26-one (5) by spectroscopic studies and chemical correlations.

AB - Six new lanostane triterpenes, artabotryols A, B, C1, C2, D, and E (1, 2, 3a, 3b, 4, and 5, resp.) have been isolated from the seeds of Artabotrys odoratissimus (Annonaceae). Their structures have been established as (3α,22S,25R)-3-hydroxy-22,26-epoxylanost-8-en-26-one (1), (3α,22S,25R)-22,26-epoxylanost-8-ene-3,26-diol (2), (3α,22S,25R,26R) -26-methoxy-22,26-epoxylanost-8-en-3-ol (3a), (3α,22S,25R, 26S)-26-methoxy-22,26-epoxylanost-8-en-3-ol (3b), (3α,22S,25R)-3,22- dihydroxylanost-8-en-26-oic acid (4) and (3α,7α,11α,22S,25R)- 3,7,11-trihydroxy-22,26-epoxylanost-8-en-26-one (5) by spectroscopic studies and chemical correlations.

KW - Artabotryols A-E

KW - Artabotrys odoratissimus

KW - Lanostane triterpenes

KW - Triterpenes

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Artabotryols A-E, new lanostane triterpenes from the seeds of artabotrys odoratissimus

Abstract

Keywords

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