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Retinestatin, a Polyol Polyketide from a Termite Nest-Derived Streptomyces sp.
Journal of Natural Products ( IF 5.1 ) Pub Date : 2024-03-05 , DOI: 10.1021/acs.jnatprod.3c01043
Thanh-Hau Huynh 1 , Hee Kyung Kim 2 , Jayho Lee 3 , Yeon Hee Ban 4 , Yong-Joon Jang 5 , Bo Eun Heo 6 , Thanh Quang Nguyen 6 , Joon Soo An 1 , Yun Kwon 7 , Sang-Jip Nam 8 , Jichan Jang 6 , Ki-Bong Oh 3 , Min-Kyoo Shin 1, 2 , Dong-Chan Oh 1
Affiliation  

A new polyol polyketide, named retinestatin (1), was obtained and characterized from the culture of a Streptomyces strain, which was isolated from a subterranean nest of the termite Reticulitermes speratus kyushuensis Morimoto. The planar structure of 1 was elucidated on the basis of the cumulative analysis of ultraviolet, infrared, mass spectrometry, and nuclear magnetic resonance spectroscopic data. The absolute configuration of 1 at 12 chiral centers was successfully assigned by employing a J-based configuration analysis in combination with ROESY correlations, a quantum mechanics-based computational approach to calculate NMR chemical shifts, and a 3 min flash esterification by Mosher’s reagents followed by NMR analysis. Biological evaluation of retinestatin (1) using an in vitro model of Parkinson’s disease revealed that 1 protected SH-SY5Y dopaminergic cells from MPP+-induced cytotoxicity, indicating its neuroprotective effects.

中文翻译:

Retinestatin,一种来自白蚁巢源链霉菌属的多元醇聚酮化合物。

一种新的多元醇聚酮化合物,命名为retinestatin ( 1 ),是从链霉菌菌株的培养物中获得并表征的,该菌株是从白蚁Reticulitermes speratus kyushuensis Morimoto的地下巢中分离出来的。根据紫外、红外、质谱和核磁共振波谱数据的累积分析,阐明了1的平面结构。通过采用基于J构型分析结合 ROESY 相关性、基于量子力学的计算方法来计算 NMR 化学位移,以及通过 Mosher 试剂进行 3 分钟的快速酯化,然后使用核磁共振分析。使用帕金森病体外模型对Retinestatin ( 1 )进行生物学评估,结果显示1可以保护 SH-SY5Y 多巴胺能细胞免受 MPP +诱导的细胞毒性,表明其具有神经保护作用。
更新日期:2024-03-05
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