Structure and stereochemistry of epoxyserratanes from the cuticle of Piceajezoensis var. jezoensis

Citation
R. Tanaka et al., Structure and stereochemistry of epoxyserratanes from the cuticle of Piceajezoensis var. jezoensis, J NAT PROD, 64(8), 2001, pp. 1044-1047
Citations number
11
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Agricultural Chemistry","Pharmacology & Toxicology
Journal title
JOURNAL OF NATURAL PRODUCTS
ISSN journal
0163-3864 → ACNP
Volume
64
Issue
8
Year of publication
2001
Pages
1044 - 1047
Database
ISI
SICI code
0163-3864(200108)64:8<1044:SASOEF>2.0.ZU;2-#
Abstract
Three new epoxytriterpenes, 14 beta ,15 beta -epoxy-21 beta -hydroxyserrata n-3-one (1), 13 alpha ,14 alpha -epoxy-21 alpha -methoxy-serratan-3-one (2) , and 13 alpha ,14 alpha -epoxy-3 beta -methoxyserratan-21 beta -ol (3), we re isolated together with two known triterpenoids, 21 alpha -methoxyserrat- 13-en-3-one (4) and 21 beta -hydroxyserrat-14-en-3-one (5), from the cuticl e of Picea jezoensis var. jezoensis. The structures of these new compounds were established on the basis of spectral data (NMR, MS) and single-crystal X-ray analyses (I and 2) and partial synthesis (2 and 3).