Urceoloids A and B, Two C 19 Steroids with a Rearranged Spirocyclic Carbon Skeleton from Urceola quintaretii

Urceoloids A (1) and B (2), two C steroids with a rearranged new carbon skeleton by featuring a very unique spiro[4.4]nona-3,6,8-triene system, and a biosynthetically related known steroid (3) were isolated from Urceola quintaretii. Their structures were completely established by a combined method....

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2019-03, Vol.21 (6), p.1904-1907
Main Authors: Ren, Yu-Hao, Liu, Qun-Fang, Chen, Li, He, Shi-Jun, Zuo, Jian-Ping, Fan, Yao-Yue, Yue, Jian-Min
Format: Article
Language:English
Subjects:
Apocynaceae - chemistry
Biosynthetic Pathways
Carbon - chemistry
Molecular Structure
Steroids - chemistry
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Urceoloids A (1) and B (2), two C steroids with a rearranged new carbon skeleton by featuring a very unique spiro[4.4]nona-3,6,8-triene system, and a biosynthetically related known steroid (3) were isolated from Urceola quintaretii. Their structures were completely established by a combined method. A plausible biosynthetic pathway for the new carbon skeleton represented by compounds 1 and 2 was proposed. Compounds 2 and 3 showed immunosuppressive activities.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b00539