Microindolinone A, a Novel 4,5,6,7-Tetrahydroindole, from the Deep-Sea-Derived Actinomycete Microbacterium sp. MCCC 1A11207

Siwen Niu; Ting-Ting Zhou; Chun-Lan Xie; Gai-Yun Zhang; Xian-Wen Yang

doi:10.3390/md15070230

Microindolinone A, a Novel 4,5,6,7-Tetrahydroindole, from the Deep-Sea-Derived Actinomycete Microbacterium sp. MCCC 1A11207

Mar Drugs. 2017 Jul 19;15(7):230. doi: 10.3390/md15070230.

Authors

Siwen Niu¹, Ting-Ting Zhou², Chun-Lan Xie³, Gai-Yun Zhang⁴, Xian-Wen Yang^{5

6}

Affiliations

¹ State Key Laboratory Breeding Base of Marine Genetic Resources, Key Laboratory of Marine Genetic Resources, Third Institute of Oceanography, State Oceanic Administration, 184 Daxue Road, Xiamen 361005, China. niusi123@126.com.
² State Key Laboratory Breeding Base of Marine Genetic Resources, Key Laboratory of Marine Genetic Resources, Third Institute of Oceanography, State Oceanic Administration, 184 Daxue Road, Xiamen 361005, China. zhoutt@outlook.com.
³ State Key Laboratory Breeding Base of Marine Genetic Resources, Key Laboratory of Marine Genetic Resources, Third Institute of Oceanography, State Oceanic Administration, 184 Daxue Road, Xiamen 361005, China. xiechunlanxx@163.com.
⁴ Fujian Key Laboratory of Marine Genetic Resources, South China Sea Bio-Resource Exploitation and Utilization Collaborative Innovation Center, Third Institute of Oceanography, State Oceanic Administration, 184 Daxue Road, Xiamen 361005, China. zhgyun@tio.org.cn.
⁵ State Key Laboratory Breeding Base of Marine Genetic Resources, Key Laboratory of Marine Genetic Resources, Third Institute of Oceanography, State Oceanic Administration, 184 Daxue Road, Xiamen 361005, China. yangxianwen@tio.org.cn.
⁶ Fujian Key Laboratory of Marine Genetic Resources, South China Sea Bio-Resource Exploitation and Utilization Collaborative Innovation Center, Third Institute of Oceanography, State Oceanic Administration, 184 Daxue Road, Xiamen 361005, China. yangxianwen@tio.org.cn.

Abstract

A novel indole, microindolinone A (1), was isolated from a deep-sea-derived actinomycete Microbacterium sp. MCCC 1A11207, together with 18 known compounds (2-19). By detailed analysis of the ¹H, ¹³C, HSQC, COSY, HMBC, high resolution electron spray ionization mass spectrum (HRESIMS), and circular dichroism (CD) data, the absolute configuration of 1 was elucidated as 5R-hydroxy-4,5,6,7-tetrahydroindole-4-one. It is noteworthy that 1 is the second example of a saturated indole isolated from nature.

Keywords: Microbacterium sp.; actinomycete; deep-sea; indole.

MeSH terms

Actinobacteria / chemistry*
Actinomycetales / chemistry*
Circular Dichroism / methods
Indoles / chemistry*
Magnetic Resonance Spectroscopy / methods
Molecular Structure

Substances

Indoles
Indolinone A
indole