Lignans from leaves of Amesiodendron chinense and their cytotoxic activity

Ho Van Ban; Trinh Thi Thanh Van; Vu Van Chien; Nguyen Thi Hue; Pham Thi Hang; Nguyen Le Tuan; Nguyen Xuan Nhiem; Pham Van Cuong; Nguyen Quoc Vuong

doi:10.15625/2525-2518/58/4/14877

Author affiliations

Authors

Ho Van Ban Institue of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Ha Noi, Viet Nam
Trinh Thi Thanh Van Institue of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Ha Noi, Viet Nam
Vu Van Chien Institue of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Ha Noi, Viet Nam
Nguyen Thi Hue Institue of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Ha Noi, Viet Nam
Pham Thi Hang Institue of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Ha Noi, Viet Nam
Nguyen Le Tuan Natural Science department, Quy Nhon University, 170 An Duong Vuong, Quy Nhon, Viet Nam
Nguyen Xuan Nhiem Institue of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Ha Noi, Viet Nam
Pham Van Cuong Institue of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Ha Noi, Viet Nam
Nguyen Quoc Vuong Institue of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Ha Noi, Viet Nam

DOI:

https://doi.org/10.15625/2525-2518/58/4/14877

Keywords:

Amesiodendron chinense, ( )-aptosimon, ( )-isolariciresinol, cleomiscosin A, cleomiscosin C, cytotoxicity.

Abstract

ABSTRACT

From leaves of Amesiodendron chinense (Mer.) Hu four lignans (+)-aptosimon (1), (+)-isolariciresinol (2), (-)-cleomiscosin A (3), and (-)-cleomiscosin C (3) were isolated. Their structures were determined by spectroscopic analysis including MS, 1D and 2D NMR as well as by comparison with reported data in literature. All compounds were evaluated for cytotoxic activities against five human cancer cell lines, KB, SK-LU-1, MCF-7, HepG-2, and SW-480. They showed weak cytotoxic activity on five tested human cancer cell lines with IC₅₀ values ranging from 32.61 to 95.18 µg/ml.

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References

Fazary AE, Alfaifi MY, Saleh KA, Alshehri MA, Elbehairi SEI. - Bioactive Lignans: A survey report on their chemical structures, Nat Prod Chem Res. 4 (4) (2016) 226-241.

Solyomvary, A.; Beni, S.; Boldizsar, I. Dibenzylbutyrolactone lignans-a review of their structural diversity, biosynthesis, occurrence, identification, importance, Mini Rev. Med. Chem. 17 (2017) 1053–1074.

Herman Adlercreutz - Lignans and human health, Critical Reviews in Clinical Laboratory Sciences 44(5–6) (2007) 483–525.

Carmen Rodríguez-García, Cristina Sánchez-Quesada, Estefanía Toledo, Miguel Delgado-Rodríguez and José J. Gaforio - Naturally lignan-rich foods: A dietary tool for health promotion, Molecules 24 (2019) 917-942.

Pham Hoang Ho - An illustrated flora of Vietnam, Ho Chi Minh city, Young Publisher II, (2003) 326.

Nguyen Tien Ban (Editor) - List of Vietnamese plant species, Agriculture Publishing House – Hanoi II (2003) 1016.

Monks A, Scudiero D, Skehan P, Shoemaker R, Paull K, Vistica D, Hose C, Langley J, Cronise P, Vaigro-Wolff A, Gray-Goodrich M. - Feasibility of a high-flux anticancer drug screen using a diverse panel of cultured human tumor cell lines. Journal of the National Cancer Institute 83(11) (1991) 757-766.

Satoshi Yamauchi & Munetoshi Yamaguchi - Synthesis of (+)-Aptosimon, a 4-Oxofurofuran Lignan, by erythro selective Aldol condensation and stereoconvergent cyclization as the key reactions, Biosci. Biotechnol. Biochem. 67(4) (2003) 838–846.

Brieskorn, C. H., and Huber, H., Vier neue lignane aus Aptosimum spinescens (Thunbg.), Tetrahedron Lett. (1976) 2221–2224.

A. Jutiviboonsuk, H. Zhang, G. T. Tan, C. Ma, N. V. Hung, N. M. Cuong, N. Bunyapraphatsara, D. D. Soejarto, H. H. S. Fong - Bioactive constituents from roots of Bursera tonkinensis, Phytochemistry 66(23) (2005) 2745-2751.

Jianhong Yang, Wenyu Liu, Shucai Li, Haoyu Ye, Huan Tang, Lijuan Chen, and Aihua Peng - Coumarinolignans isolated from the seeds of Brucea javanica, Helvetica Chimica Acta 97 (2014) 278-282.

Hitoshi Tanaka, Ichiro Kato, Kazuhiko Ichino and Kazuo Ito - Coumarinolgnoids, Cleomiscosin A and Cleomiscosin B, From Aesculus turbinata, J. Nat. Prod. 49 (2) (1986) 366-367.

Anil. B. Ray, Sunil. K. Chattopadhyay, Sandeep Kumar, C. Konno, Y. Kiso and H. Hikino - Structures of Cleomiscosins, coumarinolgnoids of Cleome Viscosa seeds, Tetrahedron, 41(1) (1985) 209-214.

Hitoshi Tanaka, Masaya Ishihara, Kazuhiko Ichino and Kazuo Ito - Total synthesis of coumarinolignans, Aquillochin (Cleomiscosin C) and Cleomiscosin D, Chem. Pharm. Bull. 36(10) (1988) 3833-3837.