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Resin Glycosides from Ipomoea funis as Inhibitors of P-Glycoprotein in Multidrug-Resistant Breast Carcinoma Cells

Year: 2026

Type: article

Abstract: High Resolution Image Download MS PowerPoint Slide Ipomoea funis Cham. & Schltdl. is an endemic vine found in central Mexico. The use of heart-cutting and peak-shaving methods in recycling preparative HPLC yielded funisin I ( 1 ), an undescribed resin glycoside, along with the known intrapilosins I ( 2 ) and V ( 3 ). Funisin I features operculinic acid A ( 6 ) as the oligosaccharide core. The structural similarities observed for funisin I align with those previously reported for purginoside I ( 4 ); however, a difference was apparent in the occurrence of dodecanoic and (−)-(2 R )-methylbutyric acids as the long- and short-chain fatty acid substituents in compound 1 . Moreover, the structure of the previously described acutacoside F ( 5 ) was corrected by comparing its NMR data with those of 1 and 4 . The three isolated glycolipids ( 1 - 3 ) did not show intrinsic cytotoxicity. However, intrapilosin I ( 2 ), when combined (50 μM) with a sublethal concentration of the antineoplastic drug vinblastine at 0.004 μM, significantly improved its cytotoxic effect and ability to reverse the vinblastine-resistant phenotype in MCF-7 cells by arresting the cell cycle at the G2/M phase and acting as a competitive substrate for P-gp. Resin glycosides could become promising alternatives for developing new therapeutic combinatory strategies to combat multidrug resistance in cancer treatment.

Source: Journal of Natural Products

DOI: 10.1021/acs.jnatprod.5c01273