Undescribed sesquiterpene-diterpene heterodimers from the fruits of Aphanamixis polystachya selectively modulate inflammatory markers in RAW 264.7 cells

被引:6
作者
Tai, Bui Huu [1 ]
Bang, Ngo Anh [1 ,2 ]
Yen, Pham Hai [1 ]
Yen, Duong Thi Hai [1 ]
Cuc, Nguyen Thi [1 ]
Dung, Duong Thi [1 ]
Huong, Phan Thi Thanh [1 ]
Trang, Do Thi [1 ]
Nhiem, Nguyen Xuan [1 ]
Cuong, Nguyen The [3 ]
Van Kiem, Phan [1 ,4 ]
机构
[1] Vietnam Acad Sci & Technol VAST, Inst Marine Biochem, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam
[2] Grad Univ Sci & Technol, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam
[3] Vietnam Acad Sci & Technol VAST, Inst Ecol & Biol Resources, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam
[4] Vietnam Acad Sci & Technol, Inst Marine Biochem, Dept Struct Res, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam
关键词
Aphanamixis polystachya; Meliaceae; Aphanapolystachone; Sesquiterpene-diterpene heterodimer; Anti-inflammatory activity; A-D; DIMERS; CONSTITUENTS;
D O I
10.1016/j.phytochem.2024.113997
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Aphanapolystachones A-C (1-3), three undescribed sesquiterpene-diterpene heterodimers, were obtained from the fruits of Aphanamixis polystachya. Their structures and absolute configurations were identified by extensive analysis of HR-ESI-MS, NMR, experimental and TD-DFT calculated ECD spectra. The biosynthetic pathway of them was also proposed, which is produced by key intermolecular Diels-Alder [4 + 2]-cycloaddition reaction between a guaiane sesquiterpene and an acyclic diterpene. Compounds 1-3 inhibited NO production in LPS activated RAW 264.7 cells with the IC50 values of 1.7 +/- 0.2, 3.0 +/- 0.3, 5.3 +/- 0.3 mu M, respectively, lower than that of the positive control L-NMMA (31.5 +/- 2.6 mu M). In addition, compounds 1-3 significantly reduced IL -6 secretion at diluted concentration of 0.4 mu M.
引用
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页数:7
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