Nardosinane-related antimicrobial terpenoids from Lemnalia sp. soft coral

Jing Liu; Fei Xia; Han Ouyang; Wei Wang; Te Li; Yutong Shi; Xiaojun Yan; Xia Yan; Shan He

doi:10.1016/j.phytochem.2022.113088

Nardosinane-related antimicrobial terpenoids from Lemnalia sp. soft coral

Phytochemistry. 2022 Apr:196:113088. doi: 10.1016/j.phytochem.2022.113088. Epub 2022 Jan 22.

Authors

Jing Liu¹, Fei Xia¹, Han Ouyang², Wei Wang³, Te Li¹, Yutong Shi¹, Xiaojun Yan¹, Xia Yan¹, Shan He⁴

Affiliations

¹ Li Dak Sum Yip Yio Chin Kenneth Li Marine Biopharmaceutical Research Center, Department of Marine Pharmacy, College of Food and Pharmaceutical Sciences, Ningbo University, Ningbo, 315800, Zhejiang, China.
² Institute of Drug Discovery Technology, Ningbo University, Ningbo, 315211, Zhejiang, China.
³ Key Laboratory of Marine Drugs, Chinese Ministry of Education; School of Medicine and Pharmacy, Ocean University of China, Qingdao, 266003, Shandong, China.
⁴ Li Dak Sum Yip Yio Chin Kenneth Li Marine Biopharmaceutical Research Center, Department of Marine Pharmacy, College of Food and Pharmaceutical Sciences, Ningbo University, Ningbo, 315800, Zhejiang, China; Ningbo Institute of Marine Medicine, Peking University, Ningbo, Zhejiang, 315800, China. Electronic address: heshan@nbu.edu.cn.

PMID: 35074606
DOI: 10.1016/j.phytochem.2022.113088

Abstract

Ten nardosinane-related terpenoids, including five unreported nardosinane-type sesquiterpenoids, parathyrsoidins H-J and linardosinenes D-E, two unusual condensed nardosinanes, named nardosinoids A and B, together with three known related compounds, were isolated from the Xisha soft coral Lemnalia sp. Their structures were elucidated by extensive spectroscopic analysis and comparison of experimental and calculated electronic circular dichroism data. Nardosinoids A and B are the first condensates of two nardosinanes. All these compounds were evaluated for antimicrobial activity in vitro. Nardosinane-type sesquiterpenoids parathyrsoidin I and linardosinene E showed inhibitory effects against influenza A virus H1N1 (IC₅₀ 7.1 and 1.1 μM, respectively). In addition, nardosinoids A and B exhibited antibacterial activity against Bacillus subtilis (MIC 4-8 μg/mL).

Keywords: Antimicrobial activity; Lemnalia sp.; Nardosinane; Nephtheidae; Soft coral.

MeSH terms

Animals
Anthozoa* / chemistry
Anti-Bacterial Agents / pharmacology
Influenza A Virus, H1N1 Subtype*
Sesquiterpenes* / chemistry
Terpenes / pharmacology

Substances

Anti-Bacterial Agents
Sesquiterpenes
Terpenes