3,4- seco-Norclerodane Diterpenoids from the Roots of Polyalthia laui

  • J Nat Prod. 2019 Jan 25;82(1):27-34. doi: 10.1021/acs.jnatprod.8b00243.
Zhang-Xin Yu  1  2 ,  Cai-Juan Zheng  1 ,  Guang-Ying Chen  1 ,  Rong-Li Huang  1 ,  Xue-Ming Zhou  1 ,  Zhi-Gang Niu  1 ,  Xiao-Bao Li  1 ,  Chang-Ri Han  1  3 ,  Xiao-Ping Song  1  3
Affiliations
  • 1. Key Laboratory of Tropical Medicinal Plant Chemistry of Ministry of Education , Hainan Normal University , Haikou 571158 , People's Republic of China.
  • 2. Hainan Branch of the Institute of Medicinal Plant Development , Chinese Academy of Medical Sciences and Peking Union Medical College , Haikou 570311 , People's Republic of China.
  • 3. Key Laboratory of Medicinal and Edible Plant Resources of Hainan Province , Hainan Institute of Science and Technology , Haikou 571126 , People's Republic of China.
PMID: 30596489 DOI: 10.1021/acs.jnatprod.8b00243
Abstract

Ten new clerodane Diterpenoids, polylauioids A-J (1-10), and five known analogues (11-15) were isolated from the roots of Polyalthia laui. Among the new compounds, 3 and 8 are artifacts. The structures were elucidated using spectroscopic methods and by comparison with published NMR spectroscopic data. The absolute configurations of 4, 5, and 7 were defined based on single-crystal X-ray diffraction and electronic circular dichroism data. Compounds 1 and 2 represent the first examples of rearranged 3,4- seco-norclerodane Diterpenoids, and a putative biosynthesis pathway for these compounds is proposed. Compounds 1, 4, 6, 7, 9, and 10 showed anti-HIV activities with EC50 values ranging from 12.2 to 35.2 μM.