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乳栓菌三萜类化合物 Irpexolidal 来源于药用真菌乳栓菌的子实体。

Irpexolidal Represents a Class of Triterpenoid from the Fruiting Bodies of the Medicinal Fungus Irpex lacteus.

机构信息

School of Pharmaceutical Sciences , South-Central University for Nationalities , Wuhan 430074 , P. R. China.

State Key Laboratory of Phytochemistry and Plant Resources in West China , Kunming Institute of Botany, Chinese Academy of Sciences , Kunming 650201 , P. R. China.

出版信息

J Org Chem. 2019 Feb 15;84(4):1845-1852. doi: 10.1021/acs.joc.8b02764. Epub 2019 Jan 31.

DOI:10.1021/acs.joc.8b02764
PMID:30673259
Abstract

Irpexolidal (1), a triterpenoid with an unprecedented carbon skeleton, along with its biogenetic-related compound irpexolide A (2), were isolated from the fruiting bodies of the medicinal fungus Irpex lacteus. Irpexolidal features a 6/5/6/5/6/5-fused polycyclic skeletal system which arises from the eburicane-type triterpene by a 6,7- seco-6,8- cyclo pattern. The structures of 1 and 2 were established by means of extensive spectroscopic techniques, ECD calculation, and DP4+ probability based on GIAO NMR chemical shift calculations. The plausible biosynthetic pathways for compounds 1 and 2 were proposed. Their biological activities were evaluated.

摘要

从药用真菌乳菇(Irpex lacteus)的子实体中分离得到了具有前所未有的碳骨架的三萜类化合物 Irpexolidal(1)及其生物合成相关化合物 Irpexolide A(2)。Irpexolidal 具有 6/5/6/5/6/5-稠合的多环骨架系统,该系统通过 6,7- sec o-6,8-环模式从 eburicane 型三萜衍生而来。通过广泛的光谱技术、ECD 计算和基于 GIAO NMR 化学位移计算的 DP4+概率,确定了 1 和 2 的结构。提出了化合物 1 和 2 的可能生物合成途径。评估了它们的生物活性。

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