Anti-cholinergic, cytotoxic and anti-HIV-1 activities of sesquiterpenes and a flavonoid glycoside from the aerial parts of Polygonum viscosum

Pharmaceutical Biology

Volumn 42, Issue 1, 2004, Pages 18-23

  Datta, Bidyut K ^a   Datta, Sadhan K ^b   Khan, Tareq H ^a   Kundu, Joydev K ^a   Rashid, Mohammad A ^a   Nahar, Lutfon ^c   Sarker, Satyajit D ^c  

^a UNIVERSITY OF DHAKA   (Bangladesh)

^b JADAVPUR UNIVERSITY   (India)

^c ROBERT GORDON UNIVERSITY   (United Kingdom)

Author keywords

Anti HIV activity; Cytotoxic activity; Polygonaceae; Polygonum viscosum; Viscoazucine; Viscoazulone; Viscosumic acid; Viscozulenic acid

Indexed keywords

ANTIVIRUS AGENT; CHOLINERGIC RECEPTOR BLOCKING AGENT; CYTOTOXIC AGENT; FLAVONOID GLYCOSIDE; QUERCETIN 3 O (6'' FERULOYL) BETA DEXTRO GALACTOPYRANOSIDE; QUERCETIN DERIVATIVE; SESQUITERPENE DERIVATIVE; UNCLASSIFIED DRUG; VISCOAZUCINE; VISCOAZULONE; VISCOSUMIC ACID; VISCOZULENIC ACID;

ANTICHOLINERGIC EFFECT; ANTIVIRAL ACTIVITY; ARTICLE; CANCER CELL CULTURE; DRUG CYTOTOXICITY; DRUG ISOLATION; HUMAN; HUMAN CELL; HUMAN IMMUNODEFICIENCY VIRUS 1; IC 50; NONHUMAN; OVARY CANCER; POLYGONUM; POLYGONUM VISCOSUM; STRUCTURE ACTIVITY RELATION;

HUMAN IMMUNODEFICIENCY VIRUS; HUMAN IMMUNODEFICIENCY VIRUS 1; POLYGONACEAE; POLYGONUM; POLYGONUM VISCOSUM; RNA VIRUSES;

EID: 9444295344     PISSN: 13880209     EISSN: None     Source Type: Journal    
DOI: 10.1080/13880200490504943     Document Type: Article

References (36)

1. Blattner R, Classen HG, Dehnert H, Doring HJ (1978): In "Experiments on Isolated Smooth Muscle Preparation" Freiburg, Hugo Sachs Electronik KG, pp. 55-59.
2. Bokesch HR, Blunt JW, Westergaard CK, Cardellina JH, Johnson TR, Michael JA, McKee TC, Hollingshed MG, Boyd MR (1999): Alertenone, a dimer of suberosenone from Alertigorgia sp. J Nat Prod 62: 633-635.
3. Datta BK, Datta SK, Rashid MA, Nash RJ, Sarker SD (2000a): A sesquiterpene acid and flavonoids from Polygonum viscosum. Phytochemistry 54: 201-205.
4. Datta BK, Datta SK, Sarker SD (200Ob): Quercetin 3-O-(6″-caffeoyl)- β-D-galactopyranoside from Polygonum viscosum. Fitoterapia 71: 459-458.
5. Datta BK, Datta SK, Sarker SD (2000c): Quercetin 3-O-(6″-galloyl)- β-D-galactoside from Polygonum viscosum (Polygonaceae). Biochem Syst Ecol 28: 805-807.
6. Datta BK, Datta SK, Rashid MA, Sarker SD (2001a): Viscozulenic acid: A novel sesquiterpene acid from Polygonum viscosum. Pharm Biol 39: 198-201.
7. Datta BK, Rashid MA, Kundu JK, Rouf ASS, Sarker SD, Datta SK (2001b): Isolation and structure elucidation of viscoazucine, a novel sesquiterpene from Polygonum viscosum. Die Pharmazie 56: 578-579.
8. Datta BK, Datta SK, Rashid MA, Kundu JK, Kasan CM, Sarker SD (2002a): Further sesquiterpenes from Polygonum viscosum (Polygonaceae). Nat Prod Lett 16: 143-148.
9. Datta BK, Datta SK, Rashid MA, Sarker SD (2002b): Flavonoids from Polygonum stagninum. Biochem Syst Ecol 30: 693-696.
10. Dictionary of Natural Products (DNP) on CD-ROM (1999): Release 8:1, Chapman and Hall, Boca Raton, Florida.
11. Doi T, Hirabayashi K, Kokubo M, Komagata T, Yamamoto K, Takahashi T (1996): Sequencial asymmetric hydrogenation of symmetric bis-cinnamic acid derivatives: Synthesis of the C-2 symmetric core units of HIV protease inhibitors. J Org Chem 61: 8360-8361.
12. Duwiejua M, Zeitlin IJ, Waterman PG, Gray AI (1994): Anti-inflammatory activity of Polygonum bistorta, Guaiacum officinale and Hamamelis virginiana in rats. J Pharm Pharmacol 46: 286-290.
13. Duwiejua M, Zeitlin IJ, Gray AI, Waterman PG (1999): The anti-inflammatory compounds of Polygonum bistorta: Isolation and characterisation. Planta Med 65: 371-374.
14. Ferry DR, Smith A, Malkhandi J, Fyfe DW, deTakats PG, Anderson D, Baker J, Kerr DJ (1996): Phase I clinical trial of the flavonoid quercetin: Pharmacokinetics and evidence for in vivo tyrosine kinase inhibition. Clinical Cancer Res 2: 659-668.
15. Hoque MM, Hassan MA, Khan MR (1989): Screening of plants available in Bangladesh for antibacterial activity. 2. Polygonum L. Bangladesh J Bot 18: 141-145.
16. ISI Web of Science (2003): Institute of Scientific Information. Available on-line at: http://www.isinet.com/isi/products/ citation/wos/.
17. Ischimura T, Otake T, Mori H, Maruyama S (1999): HIV-1 protease inhibition and anti-HIV effect of natural and synthetic water soluble lignin-like substances. Biosci Biotech Biochem 63: 2202-2204.
18. Kashman Y, Gustafson KR, Fuller RW, Cardellina JH, McMohan JB, Currens MJ, Buckheit RW, Hughes SH, Cragg GM, Boyd MR (1992): HIV inhibitory natural products. 7. The calanolides, a novel HIV-inhibitory class of coumarin derivatives from the tropical rain forest tree, Calophylum lanigerum. J Med Chem 35: 2735-2743.
19. Kuo YC, Sun CM, Ou JC, Tsai WJ (1997): A tumour cell growth inhibitor from Polygonum hypoleucum Ohwi. Life Sci 61: 2335-2344.
20. Lai PK, Ohhara T, Tamura Y, Kawazoe Y, Konno K, Sakagami H, Tanaka A, Nonoyama M (1992): Polymeric phenyl-propenoids are the active components in the pine-cone extract that inhibit the replication of type-1 human-immunodeficiency- virus in vitro J Gen Appl Microbiol 38: 303-312.
21. Li W, Shen F, Weber G (1999): Ribavirin and quercetin synergistically downregulate signal transduction and are cytotoxic in human ovarian carcinoma cells. Oncol Res 11: 243-247.
22. Lim YA, Mei MC, Kusumoto IT, Miyashiro H, Hattori M, Gupta MP, Correa M (1997): HIV-1 reverse transcriptase inhibitory principles from Chamaesyce hyssopifolia. Phytother Res 11: 22-27.
23. Mahmood N, Piacente S, Pizza C, Burke A, Khan AI, Hay AJ (1996): The anti-HIV activity and mechanisms of action of pure compounds isolated from Rosa damascena. Biochem Biophys Res Comm 229: 73-79.
24. Nakashima H, Murakami T, Yamamoto N, Naoe T, Kawazoe Y, Konno K, Sakagami H (1992): Chem Pharm Bull 40: 2102-2105.
25. Olivero-Verbel JD, Pacheco-Londono L (2002): Structure activity relationships for the anti-HIV activity of flavonoids. J Chem Inform Computer Ses 42: 1241-1246.
26. Phytochemical Database (2003): USDA-ARS-NGRL, Beltsvile Agricultural Research Center, Beltsvile, Maryland, USA (2003). Available on-line at: http://www.arsgrin.gov/cgi-bin/duke/ethnobot.pl.
27. Piantelli M, Tatone D, Castrilli G, Savini F, Maggiano N, Larocca LM, Ranelletti FO, Natali PG (2001): Quercetin and tamoxifen sensitize human melanoma cells to hyperthermia. Melanoma Res 11: 469-476.
28. Scott RB, Tan DTM (1996): Mediation of altered motility in food protein induced intestinal anaphylaxis in Hooded-Lister rat. Canadian J Physiol Pharmacol 73: 320-330.
29. Shahat AA, Ismail SI, Hammouda FM, Azzam SA, Lemiere G, De Bruyne T, De Swaef S, Pieters L, Vlietinck A (1998): Anti-HIV activity of flavonoids and proanthocyanidins from Crataegus sinaica. Phytomedicine 5: 133-136.
30. Shen F, Weber G (1997): Synergistic action of quercetin and genistein in human ovarian carcinoma cells. Oncol Res 9: 597-602.
31. Shimizu N, Naoe T, Kawazoe Y, Sakagami H, Nakashima H, Murakami T, Yamamoto N (1993): Lignified materials as medicinal resources. 6. Anti-HIV activity of dehydrogenation polymer of p-coumaric acid, a synthetic lignin, in a quasi-in-vivo assay system as an intermediary step to clinical trials. Biol Pharma Bull 16: 434-436.
32. Simoes CMO, Ribeiro-do-Vale RM, Poli A, Nicolau M, Zanin M (1989): Pharmacological investigation on Polygonum punctatum Elliot (= Pacre HBK) extracts. 1. Tests in vitro. J Pharm Belg 44: 275-284.
33. Tsai PL, Wang JP, Chang CW, Kuo SC, Chao PD (1998): Constituents and bioactive principles of Polygonum chinensis. Phytochemistry 49: 1663-1666.
34. Vandegraaff N, Kumar R, Hocking H, Burke TR, Mills J, Rhodes D, Burrell CJ, Li P (2001): Specific inhibition of human immunodefficiency virus type 1 (HIV-1) integration in cell culture: Putative inhibitors of HIV-1 integrase. Antimicrob. Agents Chemother 45: 2510-2516.
35. Wan M, Bloor S, Foo LY, Loh BN (1996): Screening of New Zealand plant extracts for inhibitory activity against HIV-1 protease. Phytother Res 10: 589-595.
36. Xu HX, Wan M, Dong H, But PPH, Foo LY (2000): Inhibitory activity of flavonoids and tannins against HIV-1 protease. Biol Pharma Bull 23: 1072-1076.