Indolizidine, antiinfective and antiparasitic compounds from Prosopis glandulosa var. glandulosa.

摘要: Plants of the genus Prosopis are trees or shrubs distributed in arid and semiarid tropical subtropical regions. P. glandulosa Torrey var. (Leguminosae), a medium-sized tree, is one two varieties honey mesquite available North America.1,2 Generally, popular adjuvant for preparing smoked cuisine southern part U.S. Many tribes southwestern United States Mexico have long utilized medicinal values this plant, including treatment eye infections, open wounds, dermatological ailments stomach problems.3,4 Decoctions leaves pods generally used to make washes treat pink eye.5 An ethanolic extract from Pakistan yielded triterpenes, flavonoids, glycosides indolizidine alkaloid juliprosopine.6–10 Among indolizidines reported species date,6–11 stereochemistry juliprosine juliprosopine were established by chemical synthesis.12 The piperidinyl indolizidines, such as juliprosopine, their analogs exhibited vitro antibmicrobial, antidermatophytic, pesticidal, amebicidal activities.11,13–20 In addition, toxicity,20–22 DNA binding activity23, inhibitory effects on β-glucosidase enzymes23 plant growth activities also reported.10,24 This paper describes isolation new potent antifungal antimalarial dihydroindolizinium chloride prosopilosidine (1) mesquite, together with three prosopilosine (2), isoprosopilosine (3) isoprosopilosidine (4), known (5).25,26 glandulosa, has not previously been subjected biological investigations. Prosopilosidine possesses pharmacophore 2,3-dihydro-1H-indolizinium, quaternary salt substituted units 10-(5R-hydroxy-6R-methylpiperidin-2R-yl)decyl at C-6‴ C-8‴ positions. paper, we report isolation, structure elucidation, vivo antiinfective, cytoxic evaluation these compounds.