Abstract
Two novel rearranged trachylobane diterpenoids, designated as wallichanol A (2) and wallichanol B (3), consisting of an unprecedented pentacyclic skeleton named wallichane with a cyclobutane ring, and a new ent-trachylobane diterpenoid, 3-oxo-ent-trachyloban-17-oic acid (1), were isolated from the roots of Euphorbia wallichii. Their structures were elucidated by comprehensive analysis of 2D-NMR spectroscopic data, with the stereochemistry of 1 confirmed by X-ray crystallographic study. All of these compounds potently block osteoclastogenesis in vitro, suggesting a potential therapeutic application in prevention of osteoporosis.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 2775-2778 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 8 |
| Issue number | 13 |
| DOIs | |
| State | Published - Jun 22 2006 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry
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Skeleton-rearranged pentacyclic diterpenoids possessing a cyclobutane ring from Euphorbia wallichii. / Pan, Li; Zhou, Ping; Zhang, Xiaofeng; Peng, Shulin; Ding, Lisheng; Qiu, Samuel X.
In: Organic Letters, Vol. 8, No. 13, 22.06.2006, p. 2775-2778.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Skeleton-rearranged pentacyclic diterpenoids possessing a cyclobutane ring from Euphorbia wallichii
AU - Pan, Li
AU - Zhou, Ping
AU - Zhang, Xiaofeng
AU - Peng, Shulin
AU - Ding, Lisheng
AU - Qiu, Samuel X.
PY - 2006/6/22
Y1 - 2006/6/22
N2 - Two novel rearranged trachylobane diterpenoids, designated as wallichanol A (2) and wallichanol B (3), consisting of an unprecedented pentacyclic skeleton named wallichane with a cyclobutane ring, and a new ent-trachylobane diterpenoid, 3-oxo-ent-trachyloban-17-oic acid (1), were isolated from the roots of Euphorbia wallichii. Their structures were elucidated by comprehensive analysis of 2D-NMR spectroscopic data, with the stereochemistry of 1 confirmed by X-ray crystallographic study. All of these compounds potently block osteoclastogenesis in vitro, suggesting a potential therapeutic application in prevention of osteoporosis.
AB - Two novel rearranged trachylobane diterpenoids, designated as wallichanol A (2) and wallichanol B (3), consisting of an unprecedented pentacyclic skeleton named wallichane with a cyclobutane ring, and a new ent-trachylobane diterpenoid, 3-oxo-ent-trachyloban-17-oic acid (1), were isolated from the roots of Euphorbia wallichii. Their structures were elucidated by comprehensive analysis of 2D-NMR spectroscopic data, with the stereochemistry of 1 confirmed by X-ray crystallographic study. All of these compounds potently block osteoclastogenesis in vitro, suggesting a potential therapeutic application in prevention of osteoporosis.
UR - http://www.scopus.com/inward/record.url?scp=33746142500&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=33746142500&partnerID=8YFLogxK
U2 - 10.1021/ol0608552
DO - 10.1021/ol0608552
M3 - Article
C2 - 16774254
AN - SCOPUS:33746142500
VL - 8
SP - 2775
EP - 2778
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 13
ER -