Constituents ofPersicaria stagnina

Abstract

Persicaria stagnina (Hamilt. ex Maisn.) Hassan (Polygonaceae) is a perennial herb growing mostly in marshy areas, on the edges of ponds, ditches and other watery bodies. The plant is well-known and widely distributed in Bangladesh. Extracts of this plant and some of other Persicaria species are used as folk medicine by the native people. The piscicidal and molluscicidal activities of this plant and its content have recently been reported by Balze et al. (1). As a part of our work on the chemical constituents and biological activities of different medicinal plants of Bangladesh, we investigated Persicaria stagnina and isolated a new drimane type sesquiterpene which is closely related to drimeninol (1) (2) and isodrimeninol (2) (3). The new sesquiterpene has been named stagninol (3). Many drimane-type sesquiterpenes -some of them having potent biological activities -were reported in earlier investigations from Porella vernicosa (2) and Polygonum hydropiper (3). The results of our chemical investigation of P. stagnina are presented in this communication. R3Ri H ii R2ç'The whole plant extract of Persicaria stagnina afforded in addition to tocopherol and 3-sitosterin, the new hemiacetal 3. The structure of 3 followed from the 1H-, 13CNMR spectral data (Table 1) and partial comparison of its spectral data with those of drimeninol (1) and isodrimeninol (2). The 1H-NMR spectrum showed that compound 3 is 2,3-ditigloyloxy derivative of isodrimeninol (2) and this fact is evident from the presence of the characteristic signals for two tiglates in the spectrum of 3 which are missing from the spectra of compounds I and 2. In addition to two tiglates, the 1H-NMR spectrum also showed the presence of three tertiary methyl groups, one olefinic proton, one hydroxy, and an isolated methylene group. The hydroxy group appearing at 5= 3.13 ppm as a broad singlet was confirmed by a clear band at 3420 cm1 in the IR spec-Downloaded by: Chinese University of Hong Kong. Copyrighted material.

Occurrence, biological activity and synthesis of drimane sesquiterpenoids

“…20b Polygodial inhibited an in vitro nematode larval motility assay against the sheep parasite Trichostrongylus colubriformis (IC 50 0.07 mg ml Ϫ1 ). 152 A mixture of 2,3-substituted alkoxycarbonyl isodrimeninols (46)(47)(48)(49) is used in Sudan as an anthelmintic agent. 48 Mukaadial and cinnamolide proved to be active when tested in vitro, using tissue cultures and in vivo using mice against Trypanosoma congolense, T. evansi and T. brucei.…”

“…45 Polygonum hydropiper L is a very rich source of drimanes 46 and therefore other Polygonaceae, frequently used in folk medicine in different parts of the world, were also investigated including Polygonum punctatum, 47 P. glabrum, 48 and Persicaria stagnina. 49 Compounds belonging to the drimane group have been identified in certain tobaccos, where they are partly responsible for the characteristic flavour notes. 50a-c This is also the case in the essential oil from the rhizomes of Himalayan Hedychium acuminatum 51a and from Homalomena occulta.…”

Chemical Constituents of Persicaria sagittata (L.) H.Gross: Antioxidant Activity and Chemotaxonomy Significance

“…Arborinone (1) together with other arborane-type triterpenoids was found in the roots of P. bistorta (22), suggesting a close relationship between P. bistorta and P. sagittata. Meanwhile, steroids with stigmastane skeleton seem to accumulate in the aerial parts of P. barbata (23), P. ferruginea (24), and P. glabra (25), stems of P. chinensis (26) and P. pulchra (27), rhizomes of P. bistorta (20,22), and the whole plants of P. capi- (3) is a common steroid found in plants and it has been reported in the rhizome of P. bistorta (20) and the whole plants of P. nepalensis (21) and P. stagnina (29). On the other hand, 25-hydroxycholest-5-en-3β-yl acetate (2) and methyl-4-hydroxy cinnamate (4) were described for the first time in genus Persicaria that herein may enrich the chemotaxonomy aspect of this genus (Table 2).…”

Histopathological and Microbiological Studies on the Crude Extract of Persicaria Stagnina and Its Chief Constituent Stagninol

“…The crude fractions were subsequently separated and purified by repeated TLC to give about 200 mg stagninol. The compound under investigation was characterized and identified by comparing its Rf value and spectral data with those of reference compound (Ahmed et al, 1991).…”

“…Chemical study on this plant has shown that it contains the hemiacetal type sesquiterpene stagninol, chemically being the 2α, 3β ditigloyloxy derivative of isodrimeninol (Fig. 1) (Ahmed et al, 1991). Pharmacological studies on this plant reveals the significant anti inflammatory, analgesic and diuretic activities (Ahmed et al, 1997).…”