1. Academic Validation
  2. Pogocablenes A-O, fifteen undescribed sesquiterpenoids with structural diversity from Pogostemon cablin

Pogocablenes A-O, fifteen undescribed sesquiterpenoids with structural diversity from Pogostemon cablin

  • Phytochemistry. 2023 Aug 17;113829. doi: 10.1016/j.phytochem.2023.113829.
Shu-Yi Li 1 Yu-Mei Feng 1 Yan Zhou 1 Cai-Cen Liao 1 Lu Su 1 Dan Liu 1 Hong-Mei Li 2 Rong-Tao Li 3
Affiliations

Affiliations

  • 1 Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming, 650500, Yunnan, PR China.
  • 2 Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming, 650500, Yunnan, PR China. Electronic address: lihongmei0823@163.com.
  • 3 Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming, 650500, Yunnan, PR China. Electronic address: rongtaolikm@163.com.
Abstract

Fifteen previously undescribed sesquiterpenoids (pogocablenes A-O), three first discovered natural patchoulol-type ones, coupled with fourteen known ones, were isolated from the aerial parts of Pogostemon cablin. Among them, pogocablenes A and B, a pair of C2 epimers, possessed an unusual carbon skeleton with bicyclo[4.3.1]decane core. Pogocablene C, originated from eudesmane-type sesquiterpenoid, had an unprecedented bicyclo[5.4.0]undecane scaffold with a peroxy hemiactetal moiety. Pogocablene D possessed a rare tricyclo[5.2.2.01,5]undecane carbon skeleton derived from guaiane-type sesquiterpenoid. Pogocablene E was a 4,5-seco-guaiane derivative owning a peroxy hemiactetal unit and a spirocyclic skeleton. Pogocablene M was a nor-patchoulol-type sesquiterpenoid with α,β-unsaturated ketone moiety. Their structures with absolute configuration were determined by extensive spectroscopic analysis, in combination with quantum chemical calculation. In addition, the plausible biogenetic pathways of pogocablenes A-E were proposed. Furthermore, all isolates were evaluated for anti-influenza virus and anti-inflammatory effects.

Keywords

Anti-influenza virus; Biogenetic pathway; Lamiaceae; Pogostemon cablin; Sesquiterpenoids.

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