Literature DB >> 20354804

New benzophenone and quercetin galloyl glycosides from Psidium guajava L.

Keiichi Matsuzaki1, Rie Ishii, Kaori Kobiyama, Susumu Kitanaka.   

Abstract

New benzophenone and flavonol galloyl glycosides were isolated from an 80% MeOH extract of Psidium guajava L. (Myrtaceae) together with five known quercetin glycosides. The structures of the novel glycosides were elucidated to be 2,4,6-trihydroxybenzophenone 4-O-(6''-O-galloyl)-beta-D: -glucopyranoside (1, guavinoside A), 2,4,6-trihydroxy-3,5-dimethylbenzophenone 4-O-(6''-O-galloyl)-beta-D: -glucopyranoside (2, guavinoside B), and quercetin 3-O-(5''-O-galloyl)-alpha-L: -arabinofuranoside (3, guavinoside C) by NMR, MS, UV, and IR spectroscopies. Isolated phenolic glycosides showed significant inhibitory activities against histamine release from rat peritoneal mast cells, and nitric oxide production from a murine macrophage-like cell line, RAW 264.7.

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Year:  2010        PMID: 20354804      PMCID: PMC2877814          DOI: 10.1007/s11418-010-0400-2

Source DB:  PubMed          Journal:  J Nat Med        ISSN: 1340-3443            Impact factor:   2.343


  6 in total

1.  Antiallergic agent from natural sources. Structures and inhibitory effect of histamine release of naphthopyrone glycosides from seeds of Cassia obtusifolia L.

Authors:  S Kitanaka; T Nakayama; T Shibano; E Ohkoshi; M Takido
Journal:  Chem Pharm Bull (Tokyo)       Date:  1998-10       Impact factor: 1.645

2.  Guavin B, an ellagitannin of novel type.

Authors:  T Okuda; T Hatano; K Yazaki
Journal:  Chem Pharm Bull (Tokyo)       Date:  1984-09       Impact factor: 1.645

3.  Carotenoids from guava (Psidium guajava l.): isolation and structure elucidation.

Authors:  A Z Mercadante; A Steck; H Pfander
Journal:  J Agric Food Chem       Date:  1999-01       Impact factor: 5.279

4.  Quercetin glycosides in Psidium guajava L. leaves and determination of a spasmolytic principle.

Authors:  X Lozoya; M Meckes; M Abou-Zaid; J Tortoriello; C Nozzolillo; J T Arnason
Journal:  Arch Med Res       Date:  1994       Impact factor: 2.235

5.  Calcium-antagonist effect of quercetin and its relation with the spasmolytic properties of Psidium guajava L.

Authors:  M A Morales; J Tortoriello; M Meckes; D Paz; X Lozoya
Journal:  Arch Med Res       Date:  1994       Impact factor: 2.235

6.  New brominated and halogen-less derivatives and structure-activity relationship of azaphilones inhibiting gp120-CD4 binding.

Authors:  K Matsuzaki; H Tahara; J Inokoshi; H Tanaka; R Masuma; S Omura
Journal:  J Antibiot (Tokyo)       Date:  1998-11       Impact factor: 2.649

  6 in total
  4 in total

1.  Phenolic Compounds and Their Fates In Tropical Lepidopteran Larvae: Modifications In Alkaline Conditions.

Authors:  Matti Vihakas; Isrrael Gómez; Maarit Karonen; Petri Tähtinen; Ilari Sääksjärvi; Juha-Pekka Salminen
Journal:  J Chem Ecol       Date:  2015-09-12       Impact factor: 2.626

2.  Psidium guajava L. anti-neoplastic effects: induction of apoptosis and cell differentiation.

Authors:  P Bontempo; A Doto; M Miceli; L Mita; R Benedetti; A Nebbioso; M Veglione; D Rigano; M Cioffi; V Sica; A M Molinari; L Altucci
Journal:  Cell Prolif       Date:  2011-12-16       Impact factor: 6.831

3.  Preparative isolation and purification of five flavonoid glycosides and one benzophenone galloyl glycoside from Psidium guajava by high-speed counter-current chromatography (HSCCC).

Authors:  Yindi Zhu; Yue Liu; Ying Zhan; Lin Liu; Yajuan Xu; Tunhai Xu; Tonghua Liu
Journal:  Molecules       Date:  2013-12-16       Impact factor: 4.411

4.  Chemical Profiles and Protective Effect of Hedyotis diffusa Willd in Lipopolysaccharide-Induced Renal Inflammation Mice.

Authors:  Jian-Hong Ye; Meng-Hua Liu; Xu-Lin Zhang; Jing-Yu He
Journal:  Int J Mol Sci       Date:  2015-11-13       Impact factor: 5.923

  4 in total

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