Geranylated flavanones from the secretion on the surface of the immature fruits of Paulownia tomentosa

Phytochemistry

Volumn 69, Issue 5, 2008, Pages 1234-1241

  Asai, Teigo ^a   Hara, Noriyuki ^a   Kobayashi, Sawa ^a   Kohshima, Shiro ^a   Fujimoto, Yoshinori ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

Anti oxidant activity; DPPH radical; Flavanol; Flavanone; Paulownia tomentosa; Scrophulariaceae

Indexed keywords

FLAVANONE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; FRUIT; ISOLATION AND PURIFICATION; METABOLISM; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SCROPHULARIACEAE; SECRETION; STANDARD; STEREOISOMERISM; SURFACE PROPERTY;

FLAVANONES; FRUIT; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; REFERENCE STANDARDS; SCROPHULARIACEAE; STEREOISOMERISM; SURFACE PROPERTIES;

PAULOWNIA TOMENTOSA; SCROPHULARIACEAE;

EID: 39549110615     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2007.11.011     Document Type: Article

References (18)

1. Adriani C., Bonini C., Iavarone C., and Trogolo C. Isolation and characterization of paulownioside, a new highly oxygenated iridoid glucoside from Paulownia tomentosa. J. Nat. Prod. 44 (1981) 739-744
2. Damtoft S., and Jensen S.R. Tomentoside and 7-hydroxytomentoside, two iridoid glucosides from Paulownia tomentosa. Phytochemistry 34 (1993) 1636-1638
3. Du X., Shi Y.-P., Li Z.-G., and Li Y. Isolation and structure elucidation of flavones from flower of Paulownia tomentosa. Zhongcaoyao 35 (2004) 245-247
4. Gaffield W. Circular dichroism, optical rotatory dispersion and absolute configuration of flavanones, 3-hydroxyflavanones and their glycosides: determination of aglycone chirality in flavanone glycosides. Tetrahedron 26 (1970) 4093-4108
5. Gang D.R., Beuerle T., Ullmann P., Werck-Reichhart D., and Pichersky E. Differential production of meta hydroxylated phenylpropanoids in sweet basil peltate glandular trichomes and leaves is controlled by the activities of specific acyltransferases and hydroxylases. Plant Physiol. 130 (2002) 1536-1544
6. Ina H., Ono M., Sushida Y., and Iida H. (+)-Piperitol from Paulownia tomentosa. Planta Med. 53 (1987) 504
7. Jayasinghe L., Rupasinghe G.K., Hara N., and Fujimoto Y. Geranylated phenolic constituents from the fruits of Artocarpus nobilis. Phytochemistry 67 (2006) 1353-1358
8. Kang K.H., Huh H., Kim B.K., and Lee C.K. An antiviral furanoquinone from Paulownia tomentosa Steud. Phytotherapy Res. 13 (1999) 624-626
9. Kumazawa S., Goto H., Hamasaka T., Fukumoto S., Fujimoto T., and Nakayama T. A new prenylated flavonoid from propolis collected in Okinawa, Japan. Biosci. Biotechnol. Biochem. 68 (2004) 260-262
10. Kumazawa, S., Nakayama, T., Arakaki, T., Fukumoto, S, 2005. Flavanones, their manufacture from propolis derived from Macaranga tanarius, and antioxidants containing them. Japan Patent 272374.
11. Lee D., Bhat K.P.L., Fong H.H.S., Farnsworth N.R., Pezzuto J.M., and Kinghorn A.D. Aromatase inhibitors from Broussonetia papyrifera. J. Nat. Prod. 64 (2001) 1286-1293
12. Phillips W.R., Baj N.J., Gunatilaka A.A.L., and Kingston G.I. C-Geranyl compounds from Mimulus clevelandii. J. Nat. Prod. 59 (1996) 495-497
13. Phommart S., Sutthivaiyakit P., Chimnoi N., Ruchirawat S., and Sutthivaiyakit S. Constituents of the leaves of Macaranga tanarius. J. Nat. Prod. 68 (2005) 927-930
14. Plouvier V. The heterosides of Catalpa bignonioides Walt. (Bignoniaceae) and of Paulownia tomentosa C. Koch. (Scrophulariaceae). Comp. Rend. Acad. Sci. 272D (1971) 1443-1446
15. Seyoum A., Asres K., and El-Fiky F.K. Structure-radical scavenging activity relationships of flavonoids. Phytochemistry 67 (2006) 2058-2070
16. Smejkal K., Grycová L., Marek R., Lemière F., Jankovská D., Forejtníková H., Vanco J., and Suchy V. C-Geranyl compounds from Paulownia tomentosa ftuits. J. Nat. Prod. 70 (2007) 1244-1248
17. Takahashi K., and Nakagawa T. Studies on constituents of medicinal plants. VIII. The stereochemistry of paulownin and isopaulownin. Chem. Pharm. Bull. 14 (1966) 641-647
18. Wollenweber E., Schober I., Schilling G., Giner F.J.A., and Roitman J.N. A geranyl α-pyrone from the leaf resin of Diplacus aurantiacus. Phytochemistry 28 (1989) 3493-3496