A new ent-clerodane diterpene from Detarium microcarpum Guill. & Perr. and its protective potential for osteoporosis.

Autor: Irshad R; H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan; Sino-Pakistan Cooperation Center for Traditional Chinese Medicine, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan., Kabbashi ASA; H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan; Medicinal and Aromatic Plants and Traditional Medicine Research Institute, National Center for Research, Khartoum 11113, Sudan., Salawu KM; H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan; Department of Pharmacognosy and Drug Development, University of Ilorin, Nigeria., Ur-Rehman A; H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan., Cao YG; School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, PR China., Fayaz A; H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan., Khan FA; H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan; Third World Center (TWC) for Chemical Sciences, International Center for Chemical & Biological Sciences, University of Karachi, Karachi 75270, Pakistan., Tul-Wahab A; Sino-Pakistan Cooperation Center for Traditional Chinese Medicine, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan; Dr. Panjwani Center for Molecular Medicine and Drug Research, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan., Choudhary MI; H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan; Sino-Pakistan Cooperation Center for Traditional Chinese Medicine, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan; Third World Center (TWC) for Chemical Sciences, International Center for Chemical & Biological Sciences, University of Karachi, Karachi 75270, Pakistan; Department of Biochemistry, Faculty of Science, King Abdulaziz University, Jeddah 21589, Saudi Arabia., Wang Y; H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan; Sino-Pakistan Cooperation Center for Traditional Chinese Medicine, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan. Electronic address: yanwang@iccs.edu.
Jazyk: angličtina
Zdroj: Fitoterapia [Fitoterapia] 2022 Jul; Vol. 160, pp. 105226. Date of Electronic Publication: 2022 May 31.
DOI: 10.1016/j.fitote.2022.105226
Abstrakt: A new clerodane diterpene, named 6α-hydroxy-3,13E-clerodien-15-oic acid (1), together with a known clerodane diterpene (2), four known labdane diterpenes (3-6), a triterpenoid (7), a known steroid (8), and two benzenoid compounds (9 and 10) were isolated from Detarium microcarpum Guill. & Perr. The structures of all obtained compounds were determined by chemical properties and spectroscopic evidence, accompanied by comparisons with data in the literature. Electronic circular dichroism (ECD) was performed for compounds 1-4 to confirm the absolute configuration. Compounds 1-3 and 8-10 were evaluated for the protective effect on osteoblasts. Compound 1 was observed to increase the proliferation of dexamethasone (DEX)-treated MC3T3-E1 cells significantly at 1 μM, which was comparable with the positive control geniposide at 10 μM. The results were further confirmed by flow cytometry analysis. In addition, compound 1 increased the level of alkaline phosphatase (ALP) and mineralization in osteoblasts inhibited by DEX. Moreover, Compound 9 (vanillic acid) showed a pronounced inhibition (IC 50 6.5 ± 0.6 μM) on reactive oxygen species (ROS) production, and 10 (4-O-methyl gallic acid) showed a good inhibition with IC 50 as 103.3 ± 2.2 μM, compared with the standard drug ibuprofen (IC 50 54.2 ± 9.2 μM). Besides, compounds 1-3 and 8-10 were non-cytotoxic against MCF-7, NCI-H460, Hela, and BJ cell lines.
(Copyright © 2022. Published by Elsevier B.V.)
Databáze: MEDLINE
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