从海洋来源的黑曲霉中分离并进行柠檬杂种醇的X射线结构分析。

Isolation and X-ray structure analysis of citreohybridonol from marine-derived Penicillium atrovenetum.

作者信息

Özkaya Ferhat Can, Ebrahim Weaam, Klopotowski Maximilian, Liu Zhen, Janiak Christoph, Proksch Peter

机构信息

a Institute of Pharmaceutical Biology and Biotechnology , Heinrich-Heine University , Düsseldorf , Germany.

b Faculty of Fisheries , İzmir Katip Çelebi University , İzmir , Turkey.

出版信息

Nat Prod Res. 2018 Apr;32(7):840-843. doi: 10.1080/14786419.2017.1311893. Epub 2017 Apr 9.

DOI:10.1080/14786419.2017.1311893

PMID:28391714

Abstract

The anti-neuroinflammatory meroterpenoid citreohybridonol was isolated for the first time from a sponge-derived fungus Penicillium atrovenetum. In this study, in addition to isolation and structure featuring, its unambiguous absolute configuration was determined exclusively by single crystal X-ray diffraction. The C-17-keto tautomer was clearly observed in X-ray analysis. The substance crystallises in the monoclinic space group P2 with a = 10.7496(5) Å, b = 14.3286(7) Å, c = 17.4909(8) Å, β = 103.235(2)°, V = 2622.5(2) Å, Z = 2, D = 1.280 g/cm. The chirality of the asymmetric carbon atoms was as follows: C3 (S), C5 (R), C6 (S), C8 (S), C9 (R), C10 (R), C13 (R), C14 (R).

摘要

抗神经炎症的半萜类化合物柠檬杂色醇首次从海绵来源的真菌黑青霉中分离得到。在本研究中，除了分离和结构表征外，其明确的绝对构型仅通过单晶X射线衍射确定。在X射线分析中清晰观察到C-17-酮互变异构体。该物质以单斜晶系空间群P2结晶，a = 10.7496(5) Å，b = 14.3286(7) Å，c = 17.4909(8) Å，β = 103.235(2)°，V = 2622.5(2) Å，Z = 2，D = 1.280 g/cm。不对称碳原子的手性如下：C3 (S)，C5 (R)，C6 (S)，C8 (S)，C9 (R)，C10 (R)，C13 (R)，C14 (R)。