A new C-glycosyl flavone and a new neolignan glycoside from Passiflora edulis Sims peel

被引：25

作者：

Hu, Yue ^{[1
]}

Jiao, Lin ^{[1
]}

Jiang, Min-Hong ^{[1
]}

Yin, Sheng ^{[1
]}

Dong, Pan ^{[1
]}

Zhao, Zhi-Min ^{[1
,2
]}

Yang, De-Po ^{[1
,2
]}

Ho, Pei-Tsai ^{[3
]}

Wang, Dong-Mei ^{[1
,2
]}

机构：

[1] Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou, Guangdong, Peoples R China

[2] Guangdong Technol Res Ctr Adv Chinese Med, Guangzhou, Guangdong, Peoples R China

[3] Tai Po Yinfu Agr Dev Co LTD, Meizhou, Peoples R China

来源：

NATURAL PRODUCT RESEARCH | 2018年 / 32卷 / 19期

关键词：

Passiflora edulis Sims peel; C-glycosyl flavone; neolignan glycoside; PASSION-FRUIT PEEL; GLEHNIA-LITTORALIS; CONSTITUENTS; LEAVES; ROOTS; LIGNANS; STEMS; PARTS;

D O I：

10.1080/14786419.2017.1410809

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A new C-glycosyl flavone, Chrysin-8-C-(2-O--6-deoxy-glucopyranosyl)--D-glucopyranoside (1), a new neolignan glycoside, citrusin G (2), as well as 15 known compounds (3-17) were isolated from the peel of Passiflora edulis Sims. The structure determinations were primarily based on comprehensive spectroscopic analyses, and the absolute configuration of 2 were unequivocally determined by the CD experiment and chemical transformation. Compound 1 represents the rare examples of the flavonoid featuring a deoxy glucose sugar moiety. Compounds 5, 7 and 9 exhibited moderate inhibitory effects on nitric oxide (NO) production stimulated by lipopolysaccharide (LPS) in RAW 264.7 cells, with IC50 values of 34.92, 16.12 and 26.67 M, respectively. [GRAPHICS] .

引用

页码：2312 / 2318

页数：7

共 28 条

[1] NMR-SPECTROSCOPY IN THE STRUCTURAL ELUCIDATION OF OLIGOSACCHARIDES AND GLYCOSIDES [J].

AGRAWAL, PK .

PHYTOCHEMISTRY, 1992, 31 (10) :3307-3330

[2] Two new C-glycosylflavones from Silene conoidea [J].

Ali, Z ;

Ahmad, VU ;

Ali, MS ;

Iqbal, F ;

Zahid, M ;

Alam, N .

NATURAL PRODUCT LETTERS, 1999, 13 (02) :121-129

[3] Megastigmane and phenolic components from Laurus nobilis L. leaves and their inhibitory effects on nitric oxide production [J].

De Marino, S ;

Borbone, N ;

Zollo, N ;

Ianaro, A ;

Di Meglio, P ;

Iorizzi, M .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2004, 52 (25) :7525-7531

[4]

Della Greca M, 1998, PHYTOCHEMISTRY, V49, P1299, DOI 10.1016/S0031-9422(98)00092-2

[5]

DELLAGRECA M, 1994, PHYTOCHEMISTRY, V35, P777, DOI 10.1016/S0031-9422(00)90604-6

[6] Effects of high-intensity ultrasound on drying kinetics and antioxidant properties of passion fruit peel [J].

do Nascimento, Elisabete M. G. C. ;

Mulet, Antonio ;

Ramirez Ascheri, Jose Luis ;

Piler de Carvalho, Carlos Wanderlei ;

Carcel, Juan A. .

JOURNAL OF FOOD ENGINEERING, 2016, 170 :108-118

[7]

El Antri A, 2004, MOLECULES, V9, P568

[8] Oral intake of purple passion fruit peel extract reduces pain and stiffness and improves physical function in adult patients with knee osteoarthritis [J].

Farid, Reza ;

Rezaieyazdi, Zahra ;

Mirfeizi, Zahra ;

Hatef, Mohamad Reza ;

Mirheidari, Mahyar ;

Mansouri, Hassan ;

Esmaelli, Habib ;

Bentley, Gayle ;

Lu, Yinrong ;

Foo, Yeap ;

Watson, Ronald Ross .

NUTRITION RESEARCH, 2010, 30 (09) :601-606

[9] New glycosides from Capsicum annuum L. var. acuminatum.: Isolation, structure determination, and biological activity [J].

Iorizzi, M ;

Lanzotti, V ;

De Marino, S ;

Zollo, F ;

Blanco-Molia, M ;

Macho, A ;

Muñoz, E .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2001, 49 (04) :2022-2029

[10] Identification of C-glycoside flavonoids as potential mutagenic compounds in kava [J].

Jhoo, J. -W. ;

Ang, C. Y. W. ;

Heinze, T. M. ;

Deck, J. ;

Schnackenberg, L. K. ;

Beger, R. D. ;

Dragull, K. ;

Tang, C. -S. .

JOURNAL OF FOOD SCIENCE, 2007, 72 (02) :C120-C125

← 1 2 3 →