Enantiomeric chromene derivatives with anticancer effects from Mallotus apelta.

Autor: Kiem PV; Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam; Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam., Nhiem NX; Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam; Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam., Anh NH; Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam; Faculty of Chemistry, Thai Nguyen University of Science, Tan Thinh, Thai Nguyen, Viet Nam., Yen DTH; Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam., Cuong NT; Institute of Ecology and Biological Resources, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam., Tai BH; Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam; Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam., Yen PH; Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam., Nam NH; Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam., Minh CV; Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam., Chinh PT; Faculty of Chemistry, Thai Nguyen University of Science, Tan Thinh, Thai Nguyen, Viet Nam., Jeon YH; College of Pharmacy, Yonsei Institute of Pharmaceutical Science, Yonsei University, Incheon 21983, South Korea., Park SJ; Chuncheon Center, Korea Basic Science Institute, Chuncheon 24341, Republic of Korea., Kim SH; College of Pharmacy, Yonsei Institute of Pharmaceutical Science, Yonsei University, Incheon 21983, South Korea., Kwon SH; College of Pharmacy, Yonsei Institute of Pharmaceutical Science, Yonsei University, Incheon 21983, South Korea. Electronic address: soheekwon@yonsei.ac.kr.
Jazyk: angličtina
Zdroj: Bioorganic chemistry [Bioorg Chem] 2020 Nov; Vol. 104, pp. 104268. Date of Electronic Publication: 2020 Sep 08.
DOI: 10.1016/j.bioorg.2020.104268
Abstrakt: Mallotusapelta(Lour.) Müll.Arg has been used in traditional medicine for the treatment of chronic hepatitis. Six new chromene derivatives, malloapeltas C-H (1-6) and one known compound, malloapelta B (7) were isolated and structured from the leaves of M.apelta. Two pairs of enantiomers (1a/1b and 2a/2b) were successfully separated by chiral high-pressure liquid chromatography (HPLC). The structures and absolute configurations of compounds were determined using spectroscopic methods, including 1D, 2D NMR, and MS and quantum chemical calculation methods. All compounds were evaluated for cytotoxic activity using cell counting kit-8 (CCK-8) assay against ovariancancer cell line (TOV-21G). Compounds 1-5 and 7 exhibited significant growth and viability inhibitory effects with GI 50 values ranging from 0.06 to 10.39 μM and IC 50 values ranging from 1.62 to 10.42 μM on ovarian cancer cell line, TOV-21G. The most cytotoxic compounds 2, 3, and 7 were chosen for studying in apoptosis mechanism. Compounds 2, 3, and 7-induced apoptosis as evidenced by activated caspase 8, caspase 9, and PARP, increased Bak and Bax, and decreased Bcl-xL and survivin. Moreover, compounds 2, 3, and 7 significantly inhibited the NF-κB signaling pathway. Taken together, our findings propose the potential application of compounds 2, 3, and 7 for treating cancer via modulating NF-κB activity.
(Copyright © 2020 Elsevier Inc. All rights reserved.)
Databáze: MEDLINE
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