Calyhedins I-VI: Resin glycosides from the rhizomes of Calystegia hederacea

被引:16
|
作者
Ono, Masateru [1 ]
Yuhara, Nobuyoshi [1 ]
Shimohara, Takaaki [1 ]
Matsubara, Souta [1 ]
Yasuda, Shin [1 ]
Tsuchihashi, Ryota [2 ]
Okawa, Masafumi [2 ]
Kinjo, Junei [2 ]
Zhou, Jian-Rong [3 ]
Yoshimitsu, Hitoshi [3 ]
Nohara, Toshihiro [3 ]
机构
[1] Tokai Univ, Sch Agr, Higashi Ku, 9-1-1 Toroku, Kumamoto 8628652, Japan
[2] Fukuoka Univ, Fac Pharmaceut Sci, Jonan Ku, 8-19-1 Nanakuma, Fukuoka 8140180, Japan
[3] Sojo Univ, Fac Pharmaceut Sci, Nishi Ku, 4-22-2 Ikeda, Kumamoto 8600082, Japan
关键词
Calystegia hederacea; Convolvulaceae; Structure elucidation; Resin glycoside; Calyhedins I-VI; Cytotoxicity; ANTIVIRAL ACTIVITY; SOLDANELLA; AGLYCONE; SHIFTS;
D O I
10.1016/j.phytochem.2021.112888
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
Six previously undescribed resin glycosides, calyhedins I-VI, were isolated from the rhizomes of Calystegia hederacea Wall., which are the first genuine resin glycosides isolated from C. hederacea. The structures of calyhedins I-VI were determined based on spectroscopic data and chemical evidence. All the compounds have macrolactone structures (jalapins), and their sugar moieties were partially acylated by five organic acids. Calyhedins I, II-V, and VI have 27-, 28-, and 23-membered rings, respectively, and calyhedins IV-VI are the first jalapins with a sugar chain consisting of seven monosaccharides. Additionally, the cytotoxic activity of calyhedins II and III toward HL-60 human promyelocytic leukemia cells was evaluated. Both compounds demonstrated almost the same activity as the positive control, cisplatin.
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页数:9
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