Studies on the constituents of fruits of Helicteres isora L.

Toshiko Satake; Kohei Kamiya; Yasuhisa Saiki; Takao Hama; Yasuo Fujimoto; Susumu Kitanaka; Yumiko Kimura; Jun Uzawa; Endang Hanani; Umar Mansur

doi:10.1248/cpb.47.1444

Studies on the constituents of fruits of Helicteres isora L.

Toshiko Satake, Kohei Kamiya, Yasuhisa Saiki, Takao Hama, Yasuo Fujimoto, Susumu Kitanaka, Yumiko Kimura, Jun Uzawa, Endang Hanani, Umar Mansur

Department of Pharmacy

Research output: Contribution to journal › Article › peer-review

55 Citations (Scopus)

Abstract

Three new compounds; 4'-O-β-D-glucopyranosyl rosmarinic acid (2), 4,4'- O-di-β-D-glucopyranosyl rosmarinic acid(3) and 2R-O-(4'-O-β-D- glucopyranosyl caffeoyl)-3-(4-hydroxyphenyl) lactic acid named as 4'-O-β-D- glucopyranosyl isorinic acid (4) were isolated together with rosmarinic acid (1) from the fruit of Helicteres isora L. (Sterculiaceae), an Indonesian medicinal plant. The structures of these compounds, including the absolute stereochemistry of 4, were elucidated by spectroscopic analysis and chemical means. Compound 3 had greater scavenging activity against superoxide anion produced with xanthine and xanthine oxidase (XOD) than rosmarinic acid (1).

Original language	English
Pages (from-to)	1444-1447
Number of pages	4
Journal	Chemical and Pharmaceutical Bulletin
Volume	47
Issue number	10
DOIs	https://doi.org/10.1248/cpb.47.1444
Publication status	Published - Oct 1999

Keywords

Helicteres isora
Isorinic acid
Rosmarinic acid
Rosmarinic acid glycoside
Sterculiaceae

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title = "Studies on the constituents of fruits of Helicteres isora L.",

abstract = "Three new compounds; 4'-O-β-D-glucopyranosyl rosmarinic acid (2), 4,4'- O-di-β-D-glucopyranosyl rosmarinic acid(3) and 2R-O-(4'-O-β-D- glucopyranosyl caffeoyl)-3-(4-hydroxyphenyl) lactic acid named as 4'-O-β-D- glucopyranosyl isorinic acid (4) were isolated together with rosmarinic acid (1) from the fruit of Helicteres isora L. (Sterculiaceae), an Indonesian medicinal plant. The structures of these compounds, including the absolute stereochemistry of 4, were elucidated by spectroscopic analysis and chemical means. Compound 3 had greater scavenging activity against superoxide anion produced with xanthine and xanthine oxidase (XOD) than rosmarinic acid (1).",

keywords = "Helicteres isora, Isorinic acid, Rosmarinic acid, Rosmarinic acid glycoside, Sterculiaceae",

author = "Toshiko Satake and Kohei Kamiya and Yasuhisa Saiki and Takao Hama and Yasuo Fujimoto and Susumu Kitanaka and Yumiko Kimura and Jun Uzawa and Endang Hanani and Umar Mansur",

year = "1999",

month = oct,

doi = "10.1248/cpb.47.1444",

language = "English",

volume = "47",

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AU - Satake, Toshiko

AU - Kamiya, Kohei

AU - Saiki, Yasuhisa

AU - Hama, Takao

AU - Fujimoto, Yasuo

AU - Kitanaka, Susumu

AU - Kimura, Yumiko

AU - Uzawa, Jun

AU - Hanani, Endang

AU - Mansur, Umar

PY - 1999/10

Y1 - 1999/10

N2 - Three new compounds; 4'-O-β-D-glucopyranosyl rosmarinic acid (2), 4,4'- O-di-β-D-glucopyranosyl rosmarinic acid(3) and 2R-O-(4'-O-β-D- glucopyranosyl caffeoyl)-3-(4-hydroxyphenyl) lactic acid named as 4'-O-β-D- glucopyranosyl isorinic acid (4) were isolated together with rosmarinic acid (1) from the fruit of Helicteres isora L. (Sterculiaceae), an Indonesian medicinal plant. The structures of these compounds, including the absolute stereochemistry of 4, were elucidated by spectroscopic analysis and chemical means. Compound 3 had greater scavenging activity against superoxide anion produced with xanthine and xanthine oxidase (XOD) than rosmarinic acid (1).

AB - Three new compounds; 4'-O-β-D-glucopyranosyl rosmarinic acid (2), 4,4'- O-di-β-D-glucopyranosyl rosmarinic acid(3) and 2R-O-(4'-O-β-D- glucopyranosyl caffeoyl)-3-(4-hydroxyphenyl) lactic acid named as 4'-O-β-D- glucopyranosyl isorinic acid (4) were isolated together with rosmarinic acid (1) from the fruit of Helicteres isora L. (Sterculiaceae), an Indonesian medicinal plant. The structures of these compounds, including the absolute stereochemistry of 4, were elucidated by spectroscopic analysis and chemical means. Compound 3 had greater scavenging activity against superoxide anion produced with xanthine and xanthine oxidase (XOD) than rosmarinic acid (1).

KW - Helicteres isora

KW - Isorinic acid

KW - Rosmarinic acid

KW - Rosmarinic acid glycoside

KW - Sterculiaceae

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U2 - 10.1248/cpb.47.1444

DO - 10.1248/cpb.47.1444

M3 - Article

AN - SCOPUS:0032758979

SN - 0009-2363

VL - 47

SP - 1444

EP - 1447

JO - Chemical and Pharmaceutical Bulletin

JF - Chemical and Pharmaceutical Bulletin

IS - 10

ER -

Studies on the constituents of fruits of Helicteres isora L.

Abstract

Keywords

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