Citation: Mengmeng Lan, Tongxu Cui, Kaichun Xia, Guodong Cui, Yiwen Chu, Peng Fu, Weiming Zhu. (±)-Pyriindolin with a 2, 2′-bipyridine-spiro[furan-3, 3′-indoline] chimeric skeleton from the endophytic Streptomyces albolongus EA12432[J]. Chinese Chemical Letters, ;2022, 33(1): 508-510. doi: 10.1016/j.cclet.2021.05.028 shu

(±)-Pyriindolin with a 2, 2′-bipyridine-spiro[furan-3, 3′-indoline] chimeric skeleton from the endophytic Streptomyces albolongus EA12432

Mengmeng Lan ^{a, 1} ,
Tongxu Cui ^{a, 1} ,
Kaichun Xia ^a ,
Guodong Cui ^a ,
Yiwen Chu ^c ,
Peng Fu ^{a, b, *,} ,
Weiming Zhu ^{a, b, *,}

a.
Key Laboratory of Marine Drugs, Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China
b.
Laboratory for Marine Drugs and Bioproducts, Pilot National Laboratory for Marine Science and Technology (Qingdao), Qingdao 266237, China
c.
School of Pharmacy, Chengdu University, Chengdu 610106, China

fupeng@ouc.edu.cn

weimingzhu@ouc.edu.cn

Received Date: 16 March 2021
Revised Date: 28 April 2021
Accepted Date: 12 May 2021
Available Online: 24 May 2021

Figures(4)

(±)-Pyriindolin (1) with a rare molecular backbone formed by fusing a 2, 2′-bipyridine nucleus into a spiro[furan-3, 3′-indoline] skeleton, was isolated from the Streptomyces albolongus EA12432. The constitution and the relative configuration of (±)-1 were determined by extensive spectroscopic analyses, ¹³C calculation and DP4+ probability analysis. The absolute configurations of optically pure (+)-1 and (−)-1 which were obtained after a chiral high performance liquid chromatography (HPLC) separation were further identified by electronic circular dichroism (ECD) calculations. (+)- and (−)-Pyriindolins displayed moderate cytotoxicity against HCT-116 cell line with the half-maximal inhibitory concentration (IC₅₀) values of 2.89 ± 0.17 µmol/L and 4.47 ± 0.26 µmol/L, respectively.
- Pyrisulfoxins,
- Spiroindolone,
- Streptomyces sp.,
- Endophyte,
- Cytotoxicity
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沈阳化工大学材料科学与工程学院沈阳 110142