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来自垂序山麻杆的抗 HIV 大环 3,4-裂环达玛烷正酯化合物 Daphnepedunins G 和 H。

Daphnepedunins G and H, anti-HIV macrocyclic 3,4-seco-daphnane orthoesters from Daphne pedunculata.

机构信息

Faculty of Pharmaceutical Sciences, Toho University, Miyama 2-2-1, Funabashi, Chiba, 274-8510, Japan.

School of Traditional Chinese Materia Medica, Key Laboratory of Innovative Traditional Chinese Medicine for Major Chronic Diseases of Liaoning Province, Key Laboratory for TCM Material Basis Study and Innovative Drug Development of Shenyang City, Shenyang Pharmaceutical University, Shenyang, 110016, People's Republic of China.

出版信息

J Nat Med. 2024 Jan;78(1):114-122. doi: 10.1007/s11418-023-01750-6. Epub 2023 Sep 15.

DOI:10.1007/s11418-023-01750-6
PMID:37713094
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10841610/
Abstract

Daphnepedunins G (1) and H (2) with unusual macrocyclic 3,4-seco-daphnane orthoester structure were isolated from Daphne pedunculata. Their structures were determined by physicochemical and spectroscopic analyses combined with synthetic methods, including methyl esterification, derivatization reaction using a chiral anisotropic agent, and biomimetic conversion. Compounds 1 and 2 along with their methyl esters 1a and 2a were evaluated for anti-HIV activity, among which 1a and 2a exhibited potent activity with IC values of 1.08 and 1.17 μM, respectively.

摘要

从瑞香科植物杜茎山(Daphne pedunculata)中分离得到具有独特大环 3,4-裂环达玛烷 orthoester 结构的达芙尼醇 G(1)和 H(2)。通过理化和光谱分析结合合成方法确定了它们的结构，包括甲酯化、手性各向异性试剂衍生化反应和仿生转化。对化合物 1 和 2 及其甲酯 1a 和 2a 进行了抗 HIV 活性评价，其中 1a 和 2a 的 IC 值分别为 1.08 和 1.17 μM，表现出较强的活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6700/10841610/9b5f5ea0746d/nihms-1949750-f0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6700/10841610/ed033a5accd6/nihms-1949750-f0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6700/10841610/3d5465e6a03e/nihms-1949750-f0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6700/10841610/7e72469b4556/nihms-1949750-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6700/10841610/d9e3b8ef4988/nihms-1949750-f0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6700/10841610/2e99cfb9aa31/nihms-1949750-f0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6700/10841610/65b0f72ca1c5/nihms-1949750-f0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6700/10841610/9b5f5ea0746d/nihms-1949750-f0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6700/10841610/ed033a5accd6/nihms-1949750-f0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6700/10841610/3d5465e6a03e/nihms-1949750-f0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6700/10841610/7e72469b4556/nihms-1949750-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6700/10841610/d9e3b8ef4988/nihms-1949750-f0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6700/10841610/2e99cfb9aa31/nihms-1949750-f0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6700/10841610/65b0f72ca1c5/nihms-1949750-f0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6700/10841610/9b5f5ea0746d/nihms-1949750-f0008.jpg

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