PMID- 33770435
OWN - NLM
STAT- MEDLINE
DCOM- 20211021
LR  - 20211021
IS  - 1520-6904 (Electronic)
IS  - 0022-3263 (Linking)
VI  - 86
IP  - 16
DP  - 2021 Aug 20
TI  - Genome-Directed Discovery of Tetrahydroisoquinolines from Deep-Sea Derived 
      Streptomyces niveus SCSIO 3406.
PG  - 11107-11116
LID - 10.1021/acs.joc.1c00123 [doi]
AB  - A genome-directed discovery strategy to identify new tetrahydroisoquinolines 
      (THIQs) was applied to deep-sea derived Streptomyces niveus SCSIO 3406; 11 THIQs 
      were found representing three THIQ classes. Known aclidinomycins A (1) and B (2) 
      were isolated along with nine new compounds, aclidinomycins C-K (3-11). The 
      structures were elucidated using extensive spectroscopic analyses and 
      single-crystal X-ray diffraction methods. The core skeleton of compounds 6-9 
      contains a fused tetrahydropyran (THP) as an integral part of a distinct type of 
      6/6/6/6/5/5 polycyclic motif. This is the first report of such a system. Beyond 
      their discovery, we also report here a proposed biosynthetic route to these 
      interesting natural products as well as a preliminary survey of their 
      antimicrobial activities.
FAU - Yang, Jiafan
AU  - Yang J
AD  - CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key 
      Laboratory of Marine Materia Medica, RNAM Center for Marine Microbiology, South 
      China Sea Institute of Oceanology, Chinese Academy of Sciences, 164 West Xingang 
      Road, Guangzhou 510301, China.
AD  - University of Chinese Academy of Sciences, 19 Yuquan Road, Beijing 100049, China.
AD  - Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou), No. 
      1119, Haibin Road, Nansha District, Guangzhou 511458, China.
FAU - Song, Yongxiang
AU  - Song Y
AD  - CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key 
      Laboratory of Marine Materia Medica, RNAM Center for Marine Microbiology, South 
      China Sea Institute of Oceanology, Chinese Academy of Sciences, 164 West Xingang 
      Road, Guangzhou 510301, China.
AD  - University of Chinese Academy of Sciences, 19 Yuquan Road, Beijing 100049, China.
AD  - Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou), No. 
      1119, Haibin Road, Nansha District, Guangzhou 511458, China.
FAU - Tang, Man-Cheng
AU  - Tang MC
AUID- ORCID: 0000-0001-9418-3239
AD  - State Key Laboratory of Microbial Metabolism, School of Life Sciences & 
      Biotechnology, Shanghai Jiao Tong University, Shanghai 200240, China.
FAU - Li, Mingzhe
AU  - Li M
AD  - CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key 
      Laboratory of Marine Materia Medica, RNAM Center for Marine Microbiology, South 
      China Sea Institute of Oceanology, Chinese Academy of Sciences, 164 West Xingang 
      Road, Guangzhou 510301, China.
AD  - Department of Applied Chemistry, College of Materials and Energy, South China 
      Agricultural University, Guangzhou 510642, China.
FAU - Deng, Junwei
AU  - Deng J
AD  - CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key 
      Laboratory of Marine Materia Medica, RNAM Center for Marine Microbiology, South 
      China Sea Institute of Oceanology, Chinese Academy of Sciences, 164 West Xingang 
      Road, Guangzhou 510301, China.
AD  - School of Life Sciences, Sun Yat-sen University, Guangzhou 510275, China.
FAU - Wong, Nai-Kei
AU  - Wong NK
AD  - Department of Pharmacology, Shantou University Medical College, Shantou 515041, 
      China.
FAU - Ju, Jianhua
AU  - Ju J
AUID- ORCID: 0000-0001-7712-8027
AD  - CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key 
      Laboratory of Marine Materia Medica, RNAM Center for Marine Microbiology, South 
      China Sea Institute of Oceanology, Chinese Academy of Sciences, 164 West Xingang 
      Road, Guangzhou 510301, China.
AD  - University of Chinese Academy of Sciences, 19 Yuquan Road, Beijing 100049, China.
AD  - Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou), No. 
      1119, Haibin Road, Nansha District, Guangzhou 511458, China.
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20210326
PL  - United States
TA  - J Org Chem
JT  - The Journal of organic chemistry
JID - 2985193R
RN  - 0 (Biological Products)
RN  - 0 (Tetrahydroisoquinolines)
RN  - Streptomyces niveus
SB  - IM
MH  - *Biological Products
MH  - Molecular Structure
MH  - *Streptomyces/genetics
MH  - *Tetrahydroisoquinolines
EDAT- 2021/03/27 06:00
MHDA- 2023/02/25 06:00
CRDT- 2021/03/26 20:08
PHST- 2021/03/27 06:00 [pubmed]
PHST- 2023/02/25 06:00 [medline]
PHST- 2021/03/26 20:08 [entrez]
AID - 10.1021/acs.joc.1c00123 [doi]
PST - ppublish
SO  - J Org Chem. 2021 Aug 20;86(16):11107-11116. doi: 10.1021/acs.joc.1c00123. Epub 
      2021 Mar 26.