Minor withanolides from Physalis philadelphica: Structures, quinone reductase induction activities, and liquid chromatography (LC)-MS-MS investigation as artifacts

Chemical and Pharmaceutical Bulletin

Volumn 51, Issue 5, 2003, Pages 530-539

  Gu, Jian Qiao ^a   Li, Wenkui ^a   Kang, Young Hwa ^a   Su, Bao Ning ^a   Fong, Harry H S ^a   Van Breemen, Richard B ^a   Pezzuto, John M ^a   Kinghorn, A Douglas ^a  

^a UNIVERSITY OF ILLINOIS AT CHICAGO   (United States)

Author keywords

Artifact; Ixocarpalactone A; Liquid chromatography (LC) MS MS; Physalis philadelphica; Quinone reductase induction; Withanolide

Indexed keywords

2,3 DIHYDRO 3 BETA METHOXYIXOCARPALACTONE A; 2,3 DIHYDRO 3 BETA METHOXYIXOCARPALACTONE B; 2,3 DIHYDROIXOCARPALACTONE B; 4 BETA, 7 BETA TRIHYDROXY 1 OXOWITHA 2,5 DIEN 22,26 OLIDE; IXOCARPALACTONE A; LACTONE DERIVATIVE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE (PHOSPHATE) DEHYDROGENASE (QUINONE); UNCLASSIFIED DRUG; WITHANOLIDE; DRUG DERIVATIVE; ERGOSTEROL; LACTONE;

ANIMAL CELL; ARTICLE; BIOLOGICAL ACTIVITY; CONTROLLED STUDY; DRUG DETERMINATION; DRUG ISOLATION; ENZYME ACTIVITY; ENZYME INDUCTION; FRUIT; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; MEDICINAL PLANT; MOUSE; NONHUMAN; PHYSALIS; PHYSALIS PHILADELPHICA; QUANTITATIVE ANALYSIS; ANIMAL; ARTIFACT; BIOSYNTHESIS; CHEMISTRY; DRUG EFFECT; ENZYMOLOGY; ISOLATION AND PURIFICATION; LIVER TUMOR; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PLANT LEAF; PLANT STEM; STRUCTURE ACTIVITY RELATION; TUMOR CELL LINE; X RAY CRYSTALLOGRAPHY;

ANIMALS; ARTIFACTS; CELL LINE, TUMOR; CHROMATOGRAPHY, LIQUID; CRYSTALLOGRAPHY, X-RAY; ENZYME INDUCTION; ERGOSTEROL; FRUIT; LACTONES; LIVER NEOPLASMS, EXPERIMENTAL; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; MICE; NAD(P)H DEHYDROGENASE (QUINONE); PHYSALIS; PLANT LEAVES; PLANT STEMS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0642309880     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.51.530     Document Type: Article

References (23)

1. Glotter E., Nat. Prod. Rep., 8, 415-440 (1982).
2. Raffauf R. F., Shemluck M. J., Le Quesne P. W., J. Nat. Prod., 54, 1601-1606 (1991).
3. Ray A. B., Gupta M., "Progress in the Chemistry of Organic Natural Products," Vol. 63, ed. by Herz W., Kirby G. W., Moore R. E., Steglich W., Tam Ch., Springer Verlag, New York, 1994, pp. 1-106.
4. Ascher K. R. S., Nemny N. E., Eliyahu M., Kirson I., Abraham A., Glotter E., Experientia, 36, 998-999 (1980).
5. Chiang H. C., Jaw S. M., Chen C. F., Kan W. S., Anticancer Res., 12, 837-843 (1992).
6. Kennelly E. J., Gerhäuser C., Song L. L., Graham J. G., Beecher C. W. W., Pezzuto J. M., Kinghorn A. D., J. Agric. Food Chem., 45, 3771-3777 (1997).
7. Misico R. I., Song L. L., Veleiro A. S., Cirigliano A. M., Tettamanzi M. C., Burton G., Bonetto G. M., Nicotra V. E., Silva G. L., Gil R. R., Oberti J. C., Kinghorn A. D., Pezzuto J. M., J. Nat. Prod., 65, 677-680 (2002).
8. Su B. N., Misico R., Park E. J., Santarsiero B. D., Mesecar A. D., Fong H. H. S., Pezzuto J. M., Kinghorn A. D., Tetrahedron, 58, 3453-3466 (2002).
9. Kirson I., Cohen A., Greenberg M., Gottlieb H. E., Glotter E., Varenne P., Abraham A., J. Chem. Res. (M), 103, 1178-1195 (1979).
10. Bock M. A., Sanchez-Pilcher J., McKee L. J., Ortiz M., Plant Foods Hum. Nutr., 48, 127-133 (1995).
11. Pezzuto J. M., Biochem. Pharmacol., 53, 121-133 (1997).
12. Kinghorn A. D., Fong H. H. S., Farnsworth N. R., Mehta R. G., Moon R. C., Moriarty R. M., Pezzuto J. M., Curr. Org. Chem., 2, 597-612 (1998).
13. Prochaska H. J., Santamaria A. B., Anal. Biochem., 169, 328-336 (1988).
14. Bukovits G. J., Gros E. G., Phytochemistry, 18, 1237-1239 (1979).
15. Pelletier S. W., Mody N. V., Nowacki J., Bhattacharyya J., J. Nat. Prod., 42, 512-521 (1979).
16. Burton G., Valeiro A. S., Gros E. G., J. Chromatogr., 315, 435-440 (1984).
17. Veleiro A. S., Burton G., Gros E. G., Phytochemistry, 24, 1799-1802 (1985).
18. Veleiro A. S., Burton G., Gros E. G., Phytochemistry, 24, 2263-2265 (1985).
19. Neogi P., Sahai M., Ray A. B., Phytochemistry, 26, 243-247 (1987).
20. Alfonso D., Kapetanidis I., Phytochemistry, 36, 179-183 (1994).
21. Kuroyanagi M., Shibata K., Umehara K., Chem. Pharm. Bull., 47, 1646-1649 (1999).
22. Glotter E., Kirson I., Abraham A., Lavie D., Tetrahedron, 29, 1353-1364 (1973).
23. Abdullaev N. D., Vasina O. E., Maslennikova V. A., Abubakirov N. K., Chem. Nat. Compd., 22, 300-305 (1986).