2. Academic Validation
  3. Retinestatin, a Polyol Polyketide from a Termite Nest-Derived Streptomyces sp

Retinestatin, a Polyol Polyketide from a Termite Nest-Derived Streptomyces sp

  • J Nat Prod. 2024 Mar 5. 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
Affiliations

Affiliations

  • 1 Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea.
  • 2 College of Pharmacy and Research Institute of Pharmaceutical Sciences, Seoul National University, Seoul 08826, Republic of Korea.
  • 3 Department of Agricultural Biotechnology, College of Agriculture and Life Sciences and Natural Products Research Institute, Seoul National University, Seoul 08826, Republic of Korea.
  • 4 Department of Molecular Bioscience, College of Biomedical Science, Kangwon National University, Chuncheon 24341, Republic of Korea.
  • 5 Natural Center of Life and Environment, Seoul 08826, Republic of Korea.
  • 6 Division of Life Science, Department of Bio & Medical Big Data (BK21 Four Program), Research Institute of Life Science, Gyeongsang National University, Jinju 52828, Republic of Korea.
  • 7 Research Institute of Pharmaceutical Sciences, College of Pharmacy, Kyungpook National University, Daegu 41566, Republic of Korea.
  • 8 Department of Chemistry and Nanoscience, Ewha Womans University, Seoul 03760, Republic of Korea.
PMID: 38442389 DOI: 10.1021/acs.jnatprod.3c01043
Abstract

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.

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