ChemInform Abstract: Five New Resin Glycoside Derivatives Isolated from the Convolvulin Fraction of Seeds of Quamoclit pennata After Treatment with Indium(III) Chloride in Methanol.

Akiyama, Kousuke; Yamamoto, Kazutaka; Mineno, Tomoko; Okawa, Masafumi; Kinjo, Junei; Yoshimitsu, Hitoshi; Nohara, Toshihiro; Ono, M.

doi:10.1002/chin.201424206

Cited by 1 publication

(6 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The structure of methyl quamoside B ( 266 ) was similar to methyl methyl quamoside A ( 250 ), except for the appearance of additional Rha unit located the C‐3 position of the terminal Qui unit. The structures of QM‐6 ( 267 ) and 7 ( 268 ) are respectively similar with QM‐1 ( 262 ) and 2 ( 263 ), except for the aglycone substituted by methyl group 100 …”

Section: Structures and Classification Of Resin Glycosidesmentioning

confidence: 74%

“…After treatment with indium(III) chloride in methanol, the resin glycoside fraction of Q. pennata seeds also afforded several methyl hexaglycosides QM‐4 ( 248 ), 5 ( 249 ), and 8 ( 250 ), which were all derived from a methyl glycoside, methyl quamoside A ( 247 ) 100,102 . The structure of methyl quamoside A ( 247 ) was similar with quamoclinic acid C ( 236 ), with the aglycone substituted by methyl group.…”

Section: Structures and Classification Of Resin Glycosidesmentioning

confidence: 99%

“…The quamoclinic acids methyl esters were also isolated from Q. pennata and Q. multifida , including QM‐10‐13 ( 240 – 243 ) derived from quamoclinic acid C ( 236 ), 100,101 QM‐14 ( 244 ) derived from quamoclinic acid G ( 238 ), 101 and multifdin VIII ( 245 ) and multifdin IX ( 246 ) derived from quamoclinic acid D ( 237 ) 48 . They all had a quamoclinic acid B ( 3 ) acylated at the C‐2 of Rha unit, except an Mba group for 245 .…”

Section: Structures and Classification Of Resin Glycosidesmentioning

confidence: 99%

“…QM‐3 ( 264 ) and QM‐9 ( 265 ) are both derived from quamoclinic acid E ( 259 ), and have a quamoclinic acid B ( 3 ) acylated at the C‐2 of Rha unit and a Tga group at the C‐4 of the Qui unit. The difference between QM‐3 ( 264 ) and QM‐9 ( 265 ) were on the acylated group at the C‐4 of the Fuc″ unit, which is Nla in QM‐3 ( 264 ) and Tga in QM‐9 ( 265 ), respectively 100,102 …”

Section: Structures and Classification Of Resin Glycosidesmentioning

confidence: 99%

“…Methyl quamoside B ( 266 ) is obtained as methyl heptasaccharide isolated from the indium(III)‐treated resin glycoside fraction of Q. pennata seeds 100 . The structure of methyl quamoside B ( 266 ) was similar to methyl methyl quamoside A ( 250 ), except for the appearance of additional Rha unit located the C‐3 position of the terminal Qui unit.…”

Section: Structures and Classification Of Resin Glycosidesmentioning

confidence: 99%

See 4 more Smart Citations

Chemistry and biological activity of resin glycosides from Convolvulaceae species

Fan

Jiang

et al. 2022

Medicinal Research Reviews

View full text Add to dashboard Cite

Carbohydrate-based drug discovery has gained more and more attention during the last few decades. Resin glycoside is a kind of novel and complex glycolipids mainly distributed in plants of the family Convolvulaceae. Over the last decade, a number of natural resin glycosides and derivatives have been isolated and identified, and exhibited a broad spectrum of biological activities, such as cytotoxic, multidrug-resistant reversal on both microbial pathogens and mammalian cancer cells, antivirus, anticonvulsant, antidepressant, sedative, vasorelaxant, laxative, and α-glucosidase inhibitory effects, indicating their potential as lead compounds for drug discovery. A systematic review of the literature studies was carried out to summarize the chemistry and biological activity of resin glycosides from Convolvulaceae species, based on various data sources such as PubMed, Web of Science, Scopus, and Google scholar. The keyword "Convolvulaceae" was paired with "resin glycoside," "glycosidic acid," "glycolipid," or "oligosaccharide," and the references published between 2009 and June 2021 were covered. In this article, we comprehensively reviewed the structures of 288 natural resin glycoside and derivatives newly reported in the last decade. Moreover, we summarized the biological activities and mechanisms of action of the resin

show abstract

Section: Structures and Classification Of Resin Glycosidesmentioning

confidence: 74%

Section: Structures and Classification Of Resin Glycosidesmentioning

confidence: 99%