4.8 Article

Sarinfacetamides A and B, Nitrogenous Diterpenoids with Tricyclo[6.3.1.01,5]dodecane Scaffold from the South China Sea Soft Coral Sarcophyton infundibuliforme

Journal

ORGANIC LETTERS
Volume 20, Issue 9, Pages 2637-2640

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b00842

Keywords

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Funding

  1. National Natural Science Foundation of China (NSFC) [81520108028, 21672230, 81603022]
  2. NSFC-Shandong Joint Fund for Marine Science Research Centers [U1606403]
  3. SKLDR/SIMM Project [SIMM1705ZZ-01]
  4. Syngenta-SIMM-PhD Studentship Project
  5. Youth Innovation Promotion Association from Chinese Academy of Sciences [2016258]
  6. Young Elite Scientists Sponsorship from China Association for Science and Technology [2016QNRC001]
  7. Shanghai Pujiang Program [16PJ1410600]
  8. SA-SIBS Scholarship Program

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Two novel nitrogenous diterpenoids, sarinfacetamides A (1) and B (2), featuring an uncommon tricydo[6.3.1.0(1,5)]dodecane scaffold, and a known related diterpene (3) were isolated from the South China Sea soft coral Sarcophyton infundibuliforme. Their structures, including the absolute configuration of 1, were established, by extensive spectroscopic analysis and TDDFT-ECD calculation. Compounds 1 and 3 exhibited interesting promotion effects on the ConA-induced T lymphocyte proliferation. A plausible biosynthetic pathway for 1 and 2 was also proposed.

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