Quercitrin: An Antileishmanial Flavonoid Glycoside fromKalanchoe pinnata

Abstract

Quercitrin (quercetin 3- O-alpha- L-rhamnopyranoside), one of the constituents of the biologically active aqueous extract obtained from Kalanchoe pinnata, is demonstrated to be a potent antileishmanial compound (IC50 approximately 1 microg/mL) with a low toxicity profile. This is the first time that antileishmanial activity is demonstrated for a flavonoid glycoside.

Bryophyllum pinnatum and Related Species Used in Anthroposophic Medicine: Constituents, Pharmacological Activities, and Clinical Efficacy

“…They include numerous flavonol derivatives , mainly quercetin and kaempferol glycosides, as well as a few flavone glycosides, such as acacetin, luteolin, and diosmetin glycosides (36-40) (l " Table 2, Fig. 2) [13,[25][26][27][28][29][30][31][32][33][34][35][36]. In addition, epigallocatechin-3-Osyringate (41) [36] and an ethenylamino-substituted anthocyanidin with a biogenetically unlikely structure [37] have been reported.…”

“…Quercitrin (30) and a quercetin diglycoside (29) had the highest in vitro antileishmanial activity and low cytotoxicity. It has been suggested that the aglycone quercetin is relevant for the antileishmanial activity, since the corresponding kaempferol glycosides (15 and 22) were significantly less active [27,34]. Orally administered quercetin and quercetin glycosides were able to stop the growth of lesions in mice.…”

Chemical constituents and leishmanicidal activity from leaves of Kielmeyera variabilis

“…The major compound from Aq soluble fraction in K. variabilis was found to be quercitrin what suggests that this species is a good source of this flavonoid. The potent antileishmanial activity of quercetrin was demonstrated by in vitro bioguided fractionation of Kalanchoe pinnata (Muzitano et al, 2006a). In addition, previous study showed that oral administration of 16 mg/kg body weight of quercetin 3-O-α-L-arabinopyranosyl (1→2)-α-Lrhamnopyranoside or quercetrin or quercetin for 30 days in BALB/c mice suppressed parasite burden by 65%, 57%, and 76% in the lesion from infected ear compared with the untreated mice and similar to intraperitoneal pentostam (62%) (Muzitano et al, 2006b).…”

Spirolactone iridoids might be responsible for the antileishmanial activity of a Peruvian traditional remedy made with Himatanthus sucuuba (Apocynaceae)

“…Few Latin American plants have been reported as useful for the treatment of leishmaniasis. Studies focusing on herbal remedies for this disease were carried out in French Guiana (Sauvain et al, 1993), in Bolivia (Fournet et al, 1994), in Colombia (Weniger et al, 2001), in Panama and Mexico (Camacho et al, 2003), in Brazil (Muzitano et al, 2006), and in Peru (Kvist et al, 2006). Literature dealing with leishmanicidal activity in natural products from the mid-1980s to late 2001 is concentrated in three published reviews (ChanBacab and Peña-Rodriguez, 2001;de Carvalho and Ferreira, Rocha et al, 2005).…”