Profiling of the Resin Glycoside Content of Mexican Jalap Roots with Purgative Activity
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- 作者：Rogelio Pereda-Miranda ; Mabel Fragoso-Serrano ; Edgar Escalante-Sá ; nchez ; Beatriz Herná ; ndez-Carlos ; Edelmira Linares ; Robert Bye
- 刊名：Journal of Natural Products
- 出版年：2006
- 出版时间：October 2006
- 年：2006
- 卷：69
- 期：10
- 页码：1460 - 1466
- 全文大小：96K
- 年卷期：v.69,no.10(October 2006)
- ISSN：1520-6025
文摘
Mexican Jalap roots, a prehispanic medicinal plant complex still considered to be a useful laxative, can be found as aningredient in some over-the-counter products sold by herbalists in contemporary Mexico. The drug is prepared from thedried roots of several morning glories, all of which have been identified as members of the genus Ipomoea. Analysisof several commercial samples was assessed by generating HPLC and 13C NMR spectroscopic profiles of the glycosidicacids obtained through saponification of the resin glycoside contents. These profiles distinguish the three Mexicanjalaps currently in frequent use and can serve as analytical tools for the authentication and quality control of thesepurgative herbal drugs. Ipomoea purga, the authentic "jalap root", yielded two new hexasaccharides of convolvulinicand jalapinolic acids, purgic acids A (1) and B (2), respectively. Scammonic acid A (3), a tetrasaccharide, was producedfrom Ipomoea orizabensis, the Mexican scammony or false jalap. Operculinic acid B (4), a pentasaccharide, was identifiedin Ipomoea stans. Semipreparative HPLC was performed to obtain pure samples of new compounds 1 and 2 in sufficientquantity to elucidate their structure by high-field NMR spectroscopy. Purgic acid A (1) was identified as(11S)-hydroxytetradecanoic acid 11-O-
-D-quinovopyranosyl-(1
2)-O--D-glucopyranosyl-(13)-O-[-D-fucopyranosyl-(14)]-O-
-L-rhamnopyranosyl-(12)-O--D-glucopyranosyl-(12)-O--D-quinovopyranoside, while purgic acid B(2) was characterized with (11S)-hydroxyhexadecanoic acid as its aglycon but having the same glycosidation sequencein the oligosaccharide core.
-D-quinovopyranosyl-(12)-O--D-glucopyranosyl-(13)-O-[-D-fucopyranosyl-(14)]-O--L-rhamnopyranosyl-(12)-O--D-glucopyranosyl-(12)-O--D-quinovopyranoside, while purgic acid B(2) was characterized with (11S)-hydroxyhexadecanoic acid as its aglycon but having the same glycosidation sequencein the oligosaccharide core.