A New Noriridoid and Six Phenolic Compounds from Rhopalocnemis phalloides

Abstract

A rare noriridoid and six known phenolic compounds were isolated from the parasite plant Rhopalocnemis phalloides. Using spectroscopic methods, these compounds were identified as 10-acetoxy-cis-2-oxabicyclo[4.3.0]nonan-7-en-3-one (1), p-hydroxybenzoic acid (2), protocatechuic acid (3), gallic acid (4), coniferyl aldehyde (5), l-O-trans-cinnamoyl-β-D-glucoside (6), and coniferin (7). The noriridoid compound is the first reported from the family Balanophoraceae. Of the isolated compounds, coniferyl aldehyde had the strongest inhibitory effect on nitric oxide production (IC₅₀ = 8.24 μM).

Keywords

Rhopalocnemis phalloides Balanophoraceae Noriridoid

References

Christenhusz

M.J.M.

, Byng

J.W.

(2016) The number of known plants species in the world and its annual increase. Phytotaxa, 261, 201–217.

Wang

, Liu

, Qiao

, Cheng

, Liu

, She

(2012) Phytochemicals and biological studies of plants from the genus Balanophora. Chemistry Central Journal, 6, 79.

Rai

P.C.

, Das

A.P.

(2013) Occurrence of Rhopalocnemis phalloides Junghuhn (Balanophoraceae) in Neora Valley National Park, a new record for West Bengal, India. Pleione, 7, 247–249.

Ban

N.T.

(2005) Checklist of plant species in Vietnam. Vol. III, Agriculture Press, Hanoi, pp. 9–10.

She

G.M.

, Hu

J.B.

, Zhang

Y.J.

, Yang

C.R.

(2010) Phenolic constituents from Rhopalocnemis phalloides with DPPH radical scavenging activity. Pharmaceutical Biology, 48, 116–119.

(a) Xu

, Chou

G.X.

, Wang

C.H.

, Wang

Z.T.

(2012) Rare noriridoids from the roots of Andrographis paniculata. Phytochemistry, 77, 275–279; (b) Valladares MG, Rios MY. (2007) Iridoids from Crescentia alata. Journal of Natural Products, 70, 100-102; (c) Villa-Garcia M, Borja-De-La-Rosa MA, Zuleta-Prada H, Toscano RA, Reyes-Trejo B. (2015) Structure and absolute configuration of the 11-noriridoid “Chapingolide”. Heterocycles, 91, 1417-1422; (d) Berdini R, Bianco A, Guiso M, Marini E, Nicoletti M, Passacantilli P, Righi G. (1991) Isolation and partial synthesis of 7,8-dehydro-6 beta, 10-dihydroxy-11-noriridomyrmecin, a methylcyclopentanoid monoterpene from Scrophularia canina. Journal of Natural Products, 54, 1400-1403.

(a) Xie

, Jiao

X.Z.

, Chen

S.F.

, Liang

X.T.

(2005) Study of synthesis of natural product (-)-Patriscabrol and (+)-Isopatriscabrol. Chinese Journal of Organic Chemistry, 9, 1094–1099; (b) Xie P, Chen SF, Liang XT. (1997) Studies on the synthesis of Villosol. Chinese Chemical Letters, 8, 27-30.

Kanchanapoom

, Picheansoonthon

, Kasai

, Yamasaki

(2001) New glucosides from Thai medicinal plant, Balanophora latisepala. Nature Medicine, 55, 213–216.

Hoi

T.M.

, Thai

T.V.

, Ha

C.T.

, Anh

H.T.

, Minh

P.X.

, Dat

N.T.

(2015) Flavonoids from Anoectochilus annamensis and their anti-inflammatory activity. Natural Product Communications, 11, 613–614.

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