Two new flavonoids, (2S)-3′,4′,5′-trimethoxyflavanone (1) and 2′-hydroxy-2,4-dimethoxy-4′-O-[(E)-3,7-dimethyl-2,6-octadienyl]chalcone (2), together with a known pterocarpene, flemichapparin B (3), and a known rotenoid, dehydrodeguelin (4), were isolated from the seeds of Derris scandens. Their structures were determined by means of extensive 1D and 2D NMR spectral studies.
GambleJS. (1956) Flora of the Presidency of Madras, Vol. I, Botanical Survey of India, Calcutta, India, p. 273.
2.
ChopraRN, NayarSL, ChopraIC. (1956) Glossary of Indian Medicinal Plants, CSIR, New Delhi, India, p. 94;
3.
KirtikarKR, BasuBD. (2003) Indian Medicinal Plants, Vol. 4, Oriental Enterprises, DehraDun, India, pp. 1167–1168.
4.
BabuTH, TiwariAK, RaoVR, AliAZ, RaoJM, BabuKS. (2010) A new prenylated isoflavone from Derris scandens Benth. Journal of Asian Natural Products Research, 12, 634–638;
ClarkEP. (1943) Scandenin-a constituent of the roots of Derris scandens. Journal of Organic Chemistry, 8, 489–492;
7.
DianpengL, MinganO, JansakulC, ChongrenY. (1999) Two isoflavonoid glycosides from Derris scandens. Yoxue Xuebao, 34, 43–45;
8.
FalshawCP, HarmerRA, OllisWD, WheelerRE, LalithaVR, Subba RaoNV. (1969) Natural occurrence of 3-aryl-4-hydroxycoumarins. PartII. Phytochemical examination of Derris scandens (Roxb.) Benth. Journal of the Chemical Society (C), 374–382;
9.
JohnsonAP, PelterA. (1966) The structure of robustic acid, a new 4-hydroxy-3-phenyl-coumarin. Journal of the Chemical Society (C), 606–612;
10.
JohnsonAP, PelterA, StaintonP. (1966) Extractives from Derris scandens Part I. The structures of scandenin and lonchocarpic acid. Journal of the Chemical Society (C), 192–203;
11.
LaupattarakasemP, HoughtonPJ, HoultJR. (2004) Anti-inflammatory isoflavonoids from the stems of Derris scandens. Planta Medica, 70, 496–501;
12.
MahabusarakamW, DeachathaiS, PhongpaichitS, JansakulC, TaylorWC. (2004) A benzil and isoflavone derivatives from Derris scandens Benth. Phytochemistry, 65, 1185–1191;
13.
PelterA, JohnsonAP. (1964) The structures of scandenin and lonchocarpic acid. Tetrahedron Letters, 39, 2817–2822;
14.
PelterA, StaintonP. (1966) The extractives from Derris scandens. Part II. The isolation of osajin and two new isoflavones, scandenone and scandinone. Journal of the Chemical Society (C), 701–704;
15.
RaoMN, KrupadanamGLD, SrimannarayanaG. (1994) Four isoflavones and two 3-aryl coumarins from stems of Derris scandens. Phytochemistry, 37, 267–269;
16.
RaoSA, SrinivasPV, TiwariAK, VankaUM, RaoRV, DasariKR, RaoMJ. (2007) Isolation, characterization and chemobiological quantification of alpha-glucosidase enzyme inhibitory and free radical scavenging constituents from Derris scandens Benth. Journal of Chromatography B, 855, 166–172;
SekineT, InagakiM, IkegamiF, FujiiY, RuangrungsiN. (1999) Six diprenylisoflavones, derrisisoflavone A-F, from Derris scandens. Phytochemistry, 52, 87–94;
19.
SreelathaT, HymavathiA, Rama Subba RaoV, DevanandP, Usha RaniP, Madhusudhana RaoJ, Suresh BabuK. (2010) A new benzil derivative from Derris scandens: Structure-insecticidal activity study. Bioorganic and Medicinal Chemistry Letters, 20, 549–553;
20.
SrimannarayanaG, RaoNVS. (1974) New oxygen heterocyclics from Derris scandens and Mundulea suberosa. Journal of Indian Chemical Society, 51, 83–89;
21.
Subba RaoNV, SeshadriTR. (1946) Chemical examination of plant insecticides. Part II. Chemical components of Derris scandens. Proceedings of the Indian Academy of Sciences, Sec. A 24, 365–374.
22.
MabryTJ, MarkhamKR, ThomasMB. (1970) The Systematic Identification of Flavonoids. Springer-Verlag, New York, USA, p. 268.
23.
KuroyanagiK, SatoM, UenoA, NishiK. (1987) Flavonoids from Andrographis paniculata. Chemical and Pharmaceutical Bulletin, 35, 4429-4435.
24.
GaffieldW. (1970) Circular dichroism, optical rotatory dispersion and absolute configuration of flavanones, 3-hydroxyflavanones and their glycosides: determination of aglycone chirality in flavanone glycosides. Tetrahedron, 26, 4093–4108.
25.
DauzonneD, MonneretC. (1997) A new synthesis of flavanones. Synthesis, 11, 1305–1308.
26.
BouillantM, WollenweberE, ChopinJ. (1971) Demonstration of 2′-hydroxyflavone and 2′,5-dihydroxyflavone in the primrose Primula florindae. Comptes Rendus de I'Académie des Sciences Série D273, 1629–1631;
27.
BudzianowskiJ, MorozowskaM, WesołowskaM. (2005) Lipophilic flavones of Primula veris L. from field cultivation and in vitro cultures. Phytochemistry, 66, 1033–1039;
28.
HegnauerR. (1969) Chemotaxonomie Der Pflanzen, Band 5. Birkhauser, Basel, Stuttgart, pp. 394–396;
29.
WollenweberE, MannK. (1986) Neue Flavonoide aus Primelmehl. Biochemie und Physiologie der Pflanzen, 181, 665–669.
30.
MabryTJ, MarkhamKR, ThomasMB. (1970) The Systematic Identification of Flavonoids. Springer-Verlag, New York, USA, p. 227;
31.
MabryTJ, MarkhamKR, ThomasMB. (1970) The Systematic Identification of Flavonoids. Springer-VerlagNew York, USA, p. 267.
32.
SritularakB, LikhitwitayawuidK. (2006) Flavonoids from the pods of Millettia erythrocalyx. Phytochemistry, 67, 812–817.
33.
AgrawalPK. (Ed.). (1989) Carbon-13 NMR of Flavonoids. Elsevier, Amsterdam, Netherlands, p. 368.
34.
KozawaM, MoritaN, BabaK, HataK. (1977) The structure of xanthoangelol, a new chalcone from the roots of Angelica keiskei Koidzumi (Umbelliferae). Chemical and Pharmaceutical Bulletin, 25, 515–516.
35.
DagneE, BekeleA, NoguchiH, ShibuyaM, SankawaU. (1990) O-Geranylated and O-prenylated flavonoids from Millettia ferruginea. Phytochemistry, 29, 2671–2673.
36.
DagneE, BekeleA, WatermanPG. (1989) The flavonoids of Millettia ferruginea subsp. ferruginea and subsp. darassana in Ethiopia. Phytochemistry, 28, 1897–1900.
37.
OgnyanovI, SomlevaT. (1980) Rotenoids and 7,2,'4′,5′-tetramethoxyisoflavone in Amorpha fruticosa L. fruits. Planta Medica, 38, 279–280.
