Rat intestinal sucrase inhibition of constituents from the roots of Rosa rugosa Thunb.

Nguyen Phuong Thao; Bui Thi Thuy Luyen; Bui Huu Tai; Seo Young Yang; Sung Hoo Jo; Nguyen Xuan Cuong; Nguyen Hoai Nam; Young In Kwon; Chau Van Minh; Young Ho Kim

doi:10.1016/j.bmcl.2013.12.098

Rat intestinal sucrase inhibition of constituents from the roots of Rosa rugosa Thunb.

Nguyen Phuong Thao, Bui Thi Thuy Luyen, Bui Huu Tai, Seo Young Yang, Sung Hoo Jo, Nguyen Xuan Cuong, Nguyen Hoai Nam, Young In Kwon, Chau Van Minh, Young Ho Kim

Department of Biology Education

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

26 Scopus citations

Abstract

A new octanordammarane triterpene, 3β,15α-dihydroxymansumbinol (1) and a novel A-ring contracted oleanane triterpenoid, 2-formyl-(A)1- 19α-hydroxy-1-norolean-2,12-dien-28-oic acid (2) were isolated from the roots extract of Rosa rugosa along with fifteen known compounds (3-17). Their structures were elucidated by extensive spectroscopic analysis, including 1D and 2D NMR, and FTICRMS. The MeOH extract, as well as CH₂Cl₂ and EtOAc fractions at a concentration of 0.5 mg/mL showed potent sucrase inhibitory activity, with inhibition percentage values of 84.67 ± 5.37%, 87.50 ± 2.78%, and 81.91 ± 2.90%, respectively. In addition, compounds 7-13 (1.0 mM) showed potent sucrase inhibitory activity (61.88 ± 3.19% to 84.70 ± 3.07% inhibition), which was comparable to that of the positive control, acarbose, with an inhibition percentage value of 50.96 ± 2.97%. Compounds 1, 2, 4, and 14-17 showed moderate and/or weak inhibitory activities at the same concentration. The α-glucosidase inhibitory activities of the extracts and purified compounds may provide a novel opportunity to develop a new class of antidiabetic agents.

Original language	English
Pages (from-to)	1192-1196
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	24
Issue number	4
DOIs	https://doi.org/10.1016/j.bmcl.2013.12.098
State	Published - 15 Feb 2014

Keywords

α-Glucosidase inhibition
A-ring contracted oleanane triterpenoid
Rosa rugosa
Rosaceae
Rosanol A
Rusaic acid B

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10.1016/j.bmcl.2013.12.098

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title = "Rat intestinal sucrase inhibition of constituents from the roots of Rosa rugosa Thunb.",

abstract = "A new octanordammarane triterpene, 3β,15α-dihydroxymansumbinol (1) and a novel A-ring contracted oleanane triterpenoid, 2-formyl-(A)1- 19α-hydroxy-1-norolean-2,12-dien-28-oic acid (2) were isolated from the roots extract of Rosa rugosa along with fifteen known compounds (3-17). Their structures were elucidated by extensive spectroscopic analysis, including 1D and 2D NMR, and FTICRMS. The MeOH extract, as well as CH2Cl2 and EtOAc fractions at a concentration of 0.5 mg/mL showed potent sucrase inhibitory activity, with inhibition percentage values of 84.67 ± 5.37%, 87.50 ± 2.78%, and 81.91 ± 2.90%, respectively. In addition, compounds 7-13 (1.0 mM) showed potent sucrase inhibitory activity (61.88 ± 3.19% to 84.70 ± 3.07% inhibition), which was comparable to that of the positive control, acarbose, with an inhibition percentage value of 50.96 ± 2.97%. Compounds 1, 2, 4, and 14-17 showed moderate and/or weak inhibitory activities at the same concentration. The α-glucosidase inhibitory activities of the extracts and purified compounds may provide a novel opportunity to develop a new class of antidiabetic agents.",

keywords = "α-Glucosidase inhibition, A-ring contracted oleanane triterpenoid, Rosa rugosa, Rosaceae, Rosanol A, Rusaic acid B",

author = "Thao, {Nguyen Phuong} and Luyen, {Bui Thi Thuy} and Tai, {Bui Huu} and Yang, {Seo Young} and Jo, {Sung Hoo} and Cuong, {Nguyen Xuan} and Nam, {Nguyen Hoai} and Kwon, {Young In} and Minh, {Chau Van} and Kim, {Young Ho}",

year = "2014",

month = feb,

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doi = "10.1016/j.bmcl.2013.12.098",

language = "English",

volume = "24",

pages = "1192--1196",

journal = "Bioorganic and Medicinal Chemistry Letters",

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TY - JOUR

T1 - Rat intestinal sucrase inhibition of constituents from the roots of Rosa rugosa Thunb.

AU - Thao, Nguyen Phuong

AU - Luyen, Bui Thi Thuy

AU - Tai, Bui Huu

AU - Yang, Seo Young

AU - Jo, Sung Hoo

AU - Cuong, Nguyen Xuan

AU - Nam, Nguyen Hoai

AU - Kwon, Young In

AU - Minh, Chau Van

AU - Kim, Young Ho

PY - 2014/2/15

Y1 - 2014/2/15

N2 - A new octanordammarane triterpene, 3β,15α-dihydroxymansumbinol (1) and a novel A-ring contracted oleanane triterpenoid, 2-formyl-(A)1- 19α-hydroxy-1-norolean-2,12-dien-28-oic acid (2) were isolated from the roots extract of Rosa rugosa along with fifteen known compounds (3-17). Their structures were elucidated by extensive spectroscopic analysis, including 1D and 2D NMR, and FTICRMS. The MeOH extract, as well as CH2Cl2 and EtOAc fractions at a concentration of 0.5 mg/mL showed potent sucrase inhibitory activity, with inhibition percentage values of 84.67 ± 5.37%, 87.50 ± 2.78%, and 81.91 ± 2.90%, respectively. In addition, compounds 7-13 (1.0 mM) showed potent sucrase inhibitory activity (61.88 ± 3.19% to 84.70 ± 3.07% inhibition), which was comparable to that of the positive control, acarbose, with an inhibition percentage value of 50.96 ± 2.97%. Compounds 1, 2, 4, and 14-17 showed moderate and/or weak inhibitory activities at the same concentration. The α-glucosidase inhibitory activities of the extracts and purified compounds may provide a novel opportunity to develop a new class of antidiabetic agents.

AB - A new octanordammarane triterpene, 3β,15α-dihydroxymansumbinol (1) and a novel A-ring contracted oleanane triterpenoid, 2-formyl-(A)1- 19α-hydroxy-1-norolean-2,12-dien-28-oic acid (2) were isolated from the roots extract of Rosa rugosa along with fifteen known compounds (3-17). Their structures were elucidated by extensive spectroscopic analysis, including 1D and 2D NMR, and FTICRMS. The MeOH extract, as well as CH2Cl2 and EtOAc fractions at a concentration of 0.5 mg/mL showed potent sucrase inhibitory activity, with inhibition percentage values of 84.67 ± 5.37%, 87.50 ± 2.78%, and 81.91 ± 2.90%, respectively. In addition, compounds 7-13 (1.0 mM) showed potent sucrase inhibitory activity (61.88 ± 3.19% to 84.70 ± 3.07% inhibition), which was comparable to that of the positive control, acarbose, with an inhibition percentage value of 50.96 ± 2.97%. Compounds 1, 2, 4, and 14-17 showed moderate and/or weak inhibitory activities at the same concentration. The α-glucosidase inhibitory activities of the extracts and purified compounds may provide a novel opportunity to develop a new class of antidiabetic agents.

KW - α-Glucosidase inhibition

KW - A-ring contracted oleanane triterpenoid

KW - Rosa rugosa

KW - Rosaceae

KW - Rosanol A

KW - Rusaic acid B

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DO - 10.1016/j.bmcl.2013.12.098

M3 - Article

C2 - 24461297

AN - SCOPUS:84893731456

SN - 0960-894X

VL - 24

SP - 1192

EP - 1196

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 4

ER -

Rat intestinal sucrase inhibition of constituents from the roots of Rosa rugosa Thunb.

Abstract

Keywords

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