A new dammarane saponin and other triterpenoids from Siolmatra brasiliensis and evaluation of the antidiabetic activity of its extract
Context Siolmatra brasiliensis (Cogn.) Baill (Cucurbitaceae) is a climbing plant widely used for the treatment of diabetes mellitus symptoms. Objective This work evaluates the antidiabetic activity of an extract of S. brasiliensis in streptozotocin-diabetic rats and promotes the phytochemical invest...
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Published in: | Pharmaceutical biology Vol. 54; no. 9; pp. 1539 - 1547 |
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01-09-2016
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Abstract | Context Siolmatra brasiliensis (Cogn.) Baill (Cucurbitaceae) is a climbing plant widely used for the treatment of diabetes mellitus symptoms.
Objective This work evaluates the antidiabetic activity of an extract of S. brasiliensis in streptozotocin-diabetic rats and promotes the phytochemical investigation to isolate the major compounds of the same extract.
Materials and methods Male Wistar rats were divided into normal (N) and diabetic rats (DC) treated with water; diabetic rats treated with 3U insulin (DI) or with 250 (DSb
250
) or 500 mg/kg (DSb
500
) of hydroalcoholic extract of the stalks of S. brasiliensis, via oral gavage, for 21 days. Physiological and biochemical parameters classically altered in diabetes were monitored. The triterpenoids were isolated from the ethyl acetate fraction under silica gel column chromatography and Sephadex-LH20 methods and their structures were determined by NMR, HR-ESI-MS and DC analysis.
Results When compared with DC, DSb
250
rats showed a reduction in the hyperglycemia (DC: 26.46 ± 0.69 versus DSb
250
: 19.67 ± 1.06 mmol/L) and glycosuria (DC: 43.02 ± 3.19 versus DSb
250
: 28.46 ± 2.14 mmol/24 h) and increase in hepatic glycogen (DC: 14.44 ± 1.26 versus DSb
250
: 22.08 ± 4.26 mg/g). Three known cucurbitacins were isolated from a hydroalcoholic extract of S. brasiliensis, i.e., cayaponosides A1, B4, D, and a new dammarane saponin 3-O-β-d-gentiobiosyl-26-O-β-d-glucopyranosyl-20-hydroxydammar-24-ene. The structures of these compounds were elucidated by spectral data analysis of the natural products and their acetyl derivatives.
Discussion and conclusion The known cucurbitacins and/or the new identified saponin may be related with the antidiabetic activity of S. brasiliensis. |
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AbstractList | Context Siolmatra brasiliensis (Cogn.) Baill (Cucurbitaceae) is a climbing plant widely used for the treatment of diabetes mellitus symptoms. Objective This work evaluates the antidiabetic activity of an extract of S. brasiliensis in streptozotocin-diabetic rats and promotes the phytochemical investigation to isolate the major compounds of the same extract. Materials and methods Male Wistar rats were divided into normal (N) and diabetic rats (DC) treated with water; diabetic rats treated with 3U insulin (DI) or with 250 (DSb250) or 500 mg/kg (DSb500) of hydroalcoholic extract of the stalks of S. brasiliensis, via oral gavage, for 21 days. Physiological and biochemical parameters classically altered in diabetes were monitored. The triterpenoids were isolated from the ethyl acetate fraction under silica gel column chromatography and Sephadex-LH20 methods and their structures were determined by NMR, HR-ESI-MS and DC analysis. Results When compared with DC, DSb250 rats showed a reduction in the hyperglycemia (DC: 26.46 ± 0.69 versus DSb250: 19.67 ± 1.06 mmol/L) and glycosuria (DC: 43.02 ± 3.19 versus DSb250: 28.46 ± 2.14 mmol/24 h) and increase in hepatic glycogen (DC: 14.44 ± 1.26 versus DSb250: 22.08 ± 4.26 mg/g). Three known cucurbitacins were isolated from a hydroalcoholic extract of S. brasiliensis, i.e., cayaponosides A1, B4, D, and a new dammarane saponin 3-O-β-d-gentiobiosyl-26-O-β-d-glucopyranosyl-20-hydroxydammar-24-ene. The structures of these compounds were elucidated by spectral data analysis of the natural products and their acetyl derivatives. Discussion and conclusion The known cucurbitacins and/or the new identified saponin may be related with the antidiabetic activity of S. brasiliensis. Context Siolmatra brasiliensis (Cogn.) Baill (Cucurbitaceae) is a climbing plant widely used for the treatment of diabetes mellitus symptoms. Objective This work evaluates the antidiabetic activity of an extract of S. brasiliensis in streptozotocin-diabetic rats and promotes the phytochemical investigation to isolate the major compounds of the same extract. Materials and methods Male Wistar rats were divided into normal (N) and diabetic rats (DC) treated with water; diabetic rats treated with 3U insulin (DI) or with 250 (DSb 250 ) or 500 mg/kg (DSb 500 ) of hydroalcoholic extract of the stalks of S. brasiliensis, via oral gavage, for 21 days. Physiological and biochemical parameters classically altered in diabetes were monitored. The triterpenoids were isolated from the ethyl acetate fraction under silica gel column chromatography and Sephadex-LH20 methods and their structures were determined by NMR, HR-ESI-MS and DC analysis. Results When compared with DC, DSb 250 rats showed a reduction in the hyperglycemia (DC: 26.46 ± 0.69 versus DSb 250 : 19.67 ± 1.06 mmol/L) and glycosuria (DC: 43.02 ± 3.19 versus DSb 250 : 28.46 ± 2.14 mmol/24 h) and increase in hepatic glycogen (DC: 14.44 ± 1.26 versus DSb 250 : 22.08 ± 4.26 mg/g). Three known cucurbitacins were isolated from a hydroalcoholic extract of S. brasiliensis, i.e., cayaponosides A1, B4, D, and a new dammarane saponin 3-O-β-d-gentiobiosyl-26-O-β-d-glucopyranosyl-20-hydroxydammar-24-ene. The structures of these compounds were elucidated by spectral data analysis of the natural products and their acetyl derivatives. Discussion and conclusion The known cucurbitacins and/or the new identified saponin may be related with the antidiabetic activity of S. brasiliensis. |
Author | da Silva, Virgínia Claudia Kawashita, Nair Honda Carvalho, Mario Geraldo de de Sousa, Paulo Teixeira dos Santos, Carlos Henrique Corrêa Baviera, Amanda Martins Borges, Izabeau Pontes |
Author_xml | – sequence: 1 givenname: Carlos Henrique Corrêa surname: dos Santos fullname: dos Santos, Carlos Henrique Corrêa email: caio.chcs@msn.com organization: Programa De Pós-Graduação Em Química, Departamento De Química, Instituto De Ciências Exatas, Universidade Federal Rural Do Rio De Janeiro – sequence: 2 givenname: Izabeau Pontes surname: Borges fullname: Borges, Izabeau Pontes organization: Departamento De Química, Instituto De Ciências Exatas E Da Terra, Universidade Federal De Mato Grosso – sequence: 3 givenname: Virgínia Claudia surname: da Silva fullname: da Silva, Virgínia Claudia organization: Departamento De Química, Instituto De Ciências Exatas E Da Terra, Universidade Federal De Mato Grosso – sequence: 4 givenname: Paulo Teixeira surname: de Sousa fullname: de Sousa, Paulo Teixeira organization: Departamento De Química, Instituto De Ciências Exatas E Da Terra, Universidade Federal De Mato Grosso – sequence: 5 givenname: Nair Honda surname: Kawashita fullname: Kawashita, Nair Honda organization: Departamento De Química, Instituto De Ciências Exatas E Da Terra, Universidade Federal De Mato Grosso – sequence: 6 givenname: Amanda Martins surname: Baviera fullname: Baviera, Amanda Martins organization: Departamento De Análises Clínicas, Faculdade De Ciências Farmacêuticas, Universidade Estadual Paulista – sequence: 7 givenname: Mario Geraldo de surname: Carvalho fullname: Carvalho, Mario Geraldo de organization: Programa De Pós-Graduação Em Química, Departamento De Química, Instituto De Ciências Exatas, Universidade Federal Rural Do Rio De Janeiro |
BackLink | https://www.ncbi.nlm.nih.gov/pubmed/26810155$$D View this record in MEDLINE/PubMed |
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CitedBy_id | crossref_primary_10_1016_j_bioorg_2019_102957 crossref_primary_10_1016_j_fitote_2020_104538 crossref_primary_10_1016_j_orcp_2022_02_004 crossref_primary_10_1002_mas_21576 crossref_primary_10_1016_j_fitote_2018_12_023 |
Cites_doi | 10.1016/B978-0-12-395630-9.50082-7 10.1021/np50100a017 10.1016/j.jgr.2013.11.013 10.1016/0003-9861(57)90292-8 10.1016/S0040-4020(01)83255-5 10.1248/cpb.41.986 10.1248/cpb.42.2295 10.1016/j.bmcl.2012.10.097 10.1016/S0031-9422(00)90710-6 10.1016/j.beem.2007.08.004 10.1590/S0102-695X2010005000046 10.1155/2012/272749 10.1016/S0031-9422(00)84039-X 10.1007/BF01753121 |
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Keywords | diabetes mellitus Antihyperglycemic effect cucurbitacins Cucurbitaceae |
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Snippet | Context Siolmatra brasiliensis (Cogn.) Baill (Cucurbitaceae) is a climbing plant widely used for the treatment of diabetes mellitus symptoms.
Objective This... Context Siolmatra brasiliensis (Cogn.) Baill (Cucurbitaceae) is a climbing plant widely used for the treatment of diabetes mellitus symptoms. Objective This... |
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SubjectTerms | Animals Antihyperglycemic effect Biomarkers - blood Blood Glucose - drug effects Blood Glucose - metabolism Carbon-13 Magnetic Resonance Spectroscopy Circular Dichroism Cucurbitaceae Cucurbitaceae - chemistry cucurbitacins Dammaranes diabetes mellitus Diabetes Mellitus, Experimental - blood Diabetes Mellitus, Experimental - chemically induced Diabetes Mellitus, Experimental - drug therapy Dose-Response Relationship, Drug Glycogen - metabolism Glycosuria - chemically induced Glycosuria - prevention & control Hypoglycemic Agents - isolation & purification Hypoglycemic Agents - pharmacology Insulin - pharmacology Liver - drug effects Liver - metabolism Male Molecular Structure Phytotherapy Plant Extracts - isolation & purification Plant Extracts - pharmacology Plant Stems Plants, Medicinal Proton Magnetic Resonance Spectroscopy Rats, Wistar Saponins - isolation & purification Saponins - pharmacology Spectrometry, Mass, Electrospray Ionization Streptozocin Time Factors Triterpenes - isolation & purification Triterpenes - pharmacology |
Title | A new dammarane saponin and other triterpenoids from Siolmatra brasiliensis and evaluation of the antidiabetic activity of its extract |
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