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Micaryolane A and B, Two New Caryolane‐Type Sesquiterpenoids from Marine Streptomyces sp. AH25
Chemistry & Biodiversity ( IF 2.9 ) Pub Date : 2020-11-26 , DOI: 10.1002/cbdv.202000769
Jiequn Wu 1 , Yuqin Zhu 1 , Mengxue Zhang 2 , Hongji Li 2 , Peng Sun 2
Affiliation  

Caryolanes, known as β‐caryophyllene alcohols, are widely occurring sesquiterpenes in plants. From the cultures of marine Streptomyces sp. AH25, two new caryolane sesquiterpenes, micaryolanes A and B (1 and 2), together with caryolan‐1,9β‐diol (3) were isolated. Their structures were elucidated by extensive analyses of HR‐MS and NMR spectroscopic data. The absolute configurations were assigned via the CD data of the in situ formed [Rh2(OCOCF3)4] complex and supported by comparison of experimental and calculated specific rotation values. Compounds 1–3 exhibited no activities against Hep3B or MG‐63 cell lines or against Gram‐positive and Gram‐negative bacteria. The results not only enriched the caryolane family, but also proved bacteria as a productive source of terpene metabolites.

中文翻译:

Micaryolane A 和 B,来自海洋链霉菌属的两种新的 Caryolane 型倍半萜类化合物。AH25

Caryolanes,被称为β-石竹烯醇,是植物中广泛存在的倍半萜烯。来自海洋链霉菌属的培养物。AH25、两种新的石竹烷倍半萜烯、micaryolane A 和 B(1 和 2)以及 caryolan-1,9β-二醇 (3) 被分离出来。通过对 HR-MS 和 NMR 光谱数据的广泛分析,阐明了它们的结构。绝对构型是通过原位形成的 [Rh2(OCOCF3)4] 复合物的 CD 数据指定的,并通过实验和计算比旋转值的比较来支持。化合物 1-3 对 Hep3B 或 MG-63 细胞系或革兰氏阳性菌和革兰氏阴性菌无活性。结果不仅丰富了石竹烷家族,而且证明细菌是萜烯代谢物的生产来源。
更新日期:2020-11-26
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