Pseudo-disesquiterpenoids from seeds of Vernonia anthelmintica and their biological activities |
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| Institution: | 1. The Key Laboratory of Plant Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi 830011, China;2. State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi 830011, China;3. University of the Chinese Academy of Sciences, Beijing 100039, China;1. School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, China;2. Collaborative Innovation Center for Respiratory Disease Diagnosis And Treatment & Chinese Medicine Development of Henan Province, Zhengzhou 450046, China;1. School of Life Science and Technology, University of Electronic Science and Technology of China, No. 4, Section 2, North Jianshe Road, Chengdu 610054, China;2. Modern Research Center for Traditional Chinese Medicine, Beijing University of Chinese Medicine, Beijing 100029, China;1. School of Chemistry and Physics, University of KwaZulu-Natal, Private Bag X54001, Durban, South Africa;2. School of Life Sciences, University of KwaZulu-Natal, Private Bag X54001, Durban, South Africa;3. Department of Chemistry, Ahmadu Bello University, Zaria, Nigeria;1. State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing, 210009, People’s Republic of China;2. Centre for Scientific Research into Plant Medicine, P.O. BOX 73, Mampong-Akwapim, Ghana |
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| Abstract: | Three new pseudo-disesquiterpenoids, vernodalidimer F – H (1 – 3), which are formed by esterification of two sesquiterpenoids, along with a new sesquiterpenoid (4) and two known sesquiterpeonids (5, 6) were isolated from the seeds of Vernonia anthelmintica. Their structures were elucidated by NMR data. The absolute configurations of 1–3 and 5 were determined by comparison of the experimental and calculated electronic circular dichroism spectra. Cytotoxicity of the isolated compounds against four human tumor cell lines were assayed. 5 exhibited strong cytotoxicity against HCT-15, PC-3, A549 and Hela cells lines with IC50 values of 5.3, 5.6, 6.2, and 8.2 μM, respectively. 2 showed non-concentration dependent cytotoxicity against HCT-15, PC-3, and A549 cells lines with inhibition rate of 56.1%, 55.3%, and 50.1%, respectively. 1 and 3 showed moderate cytotoxicity against four cell lines with IC50 values ranging from 12.2 ± 5.1 to 28.6 ± 2.5 μM. The influence of melanin content in B16 melanoma cells of 1, 5, and 6 were tested, and they increased melanin content by 43.6%, 28.1%, and 37.0% higher than positive control 8-methoxypsoralen. |
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| Keywords: | Pseudo-disesquiterpenoid Sesquiterpenoids ECD Cytotoxicity Melanin content |
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