Isolation and Characterization of Cancer Chemopreventive Compounds from Barringtonia maunwongyathiae

References

• Aggarwal BB (2004): Nuclear factor-κ.B. The enemy within. Cancer Cell 6: 203–208.
   PubMed Web of Science ®Google Scholar
• Alam MS, Chopra N, Ali M, Niwa M (1996): Oleanen and stigmasterol derivatives from Ambroma augusta.. Phytochemistry 41: 1197–1200.
   Web of Science ®Google Scholar
• Almeida MLS, Kočovský P, Bäckvall JE (1996): Ruthenium-catalyzed Oppenauer-type oxidation of 3β.-hydroxy steroids. A highly efficient entry into the steroidal hormones with 4-en-3-one functionality. J Org Chem 61: 6587–6590.
   PubMed Web of Science ®Google Scholar
• Anjaneyulu ASR, Sastry CSP, Narayan GKASS, Row LR (1978): New triterpenes from Barringtonia acutangula. Gaertn. J Indian Chem Soc 55: 1169–1174.
   Web of Science ®Google Scholar
• Bachrach U, Wang YC (2002): Cancer therapy and prevention by green tea: Role of ornithine decarboxylase. Amino Acids 22: 1–13.
   PubMed Web of Science ®Google Scholar
• Baldwin AS (2001): Control of oncogenesis and cancer therapy resistance by the transcription factor NF-κ.B. J Clin Invest 107: 241–246.
   PubMed Web of Science ®Google Scholar
• Barua AK, Maiti PC, Chakraborti SK (1961): Triterpenoids XI. New triterpenoid sapogenins from the fruits of Barringtonia acutangula.. J Pharm Sci 50: 937–940.
   PubMed Web of Science ®Google Scholar
• Ben-Dor A, Steiner M, Gheber L, Danilenko M, Dubi N, Linnewiel K, Zick A, Sharoni Y, Lavy J (2005): Carotenoids activate the antioxidant response element transcription system. Mol Cancer Ther 4: 177–186.
   PubMed Web of Science ®Google Scholar
• Bharti AC, Aggarwal BB (2002): Nuclear factor-kappa B and cancer: Its role in prevention and therapy. Biochem Pharmacol 64: 883–888.
   PubMed Web of Science ®Google Scholar
• Burton RA, Wood SG, Owen NL (2003): Elucidation of a new oleanane glycoside from Barringtonia asiatica.. Arkivoc 13: 137–146.
   Google Scholar
• Chang CI, Kuo YH (1998): Three new lupane-type triterpenes from Diospyros maritima.. Chem Pharm Bull 46: 1627–1629.
   Web of Science ®Google Scholar
• Chantaranothai P (1995): Barringtonia. (Lecythidaceae) in Thailand. Kew Bull 50: 677–705.
   Google Scholar
• Chuakul W (2001): Barringtonia maunwongyathiae. (Lecythidaceae): A new species from Thailand. Blumea 46: 575–579.
   Web of Science ®Google Scholar
• Chun KS, Surh YJ (2004): Signal transduction pathways regulating cyclooxygenase-2 expression: Potential molecular targets for chemoprevention. Biol Pharmacol 68: 1089–1100.
   PubMed Web of Science ®Google Scholar
• Cuendet M, Pezzuto JM (2000): The role of cyclooxygenase and lipoxygenase in cancer chemoprevention. Drug Metab Drug Interac 17: 109–157.
   PubMedGoogle Scholar
• Deraniyagala SA, Ratnasooriya WD, Goonasekara CL (2003): Antinociceptive effect and toxicological study of the aqueous bark extract of Barringtonia racemosa. on rats. J Ethnopharmacol 86: 21–26.
   PubMed Web of Science ®Google Scholar
• Dorai T, Aggarwal BB (2004): Role of chemopreventive agents in cancer therapy. Cancer Lett 215: 129–140.
   PubMed Web of Science ®Google Scholar
• Earashi M, Noguchi M, Kinoshita K, Tanaka M (1995): Effects of eicosanoid synthesis inhibitors on the in vitro. growth and prostaglandin E and leukotriene B secretion of human breast cancer cell line. Oncology 52: 150–155.
   PubMed Web of Science ®Google Scholar
• Feith DJ, Bol DK, Carboni JM, Lynch MJ, Sass-Kuhn S, Shoop PL, Shantz LM (2005): Induction of ornithine decarboxylase activity is a necessary step for mitogen-activated protein kinase-induced skin tumorigenesis. Cancer Res 65: 572–578.
   PubMed Web of Science ®Google Scholar
• Gerhäuser C, Mar W, Lee SK, Suh N, Luo Y, Kosmeder J, Luyengi L, Fong HH, Kinghorn AD, Moriarty RM, et al,. (1995): Rotenoids mediate potent cancer chemopreventive activity through transcriptional regulation of ornithine decarboxylase. Nat Med 1: 260–266.
   PubMed Web of Science ®Google Scholar
• Gerhäuser C, You M, Liu J, Moriarty RM, Hawthorne M, Mehta RG, Moon RC, Pezzuto JM (1997): Cancer chemopreventive potential of sulforamate, a novel analogue of sulforaphane that induces phase 2 drug-metabolizing enzymes. Cancer Res 57: 272–278.
   PubMed Web of Science ®Google Scholar
• Hasan CM, Khan S, Jabbar A, Rashid MA (2000): Nasimaluns A and B: neo.-Clerodane diterpenoids from Barringtonia racemosa.. J Nat Prod 63: 410–411.
   PubMed Web of Science ®Google Scholar
• Herlt AJ, Mander LN, Pongoh E, Rumampuk RJ, Tarigan P (2002): Two major saponins from seeds of Barringtonia asiatica.: Putative antifeedants toward Epilachna. sp. larvae. J Nat Prod 65: 115–120.
   PubMed Web of Science ®Google Scholar
• Homhual S, Zhang HJ, Bunyapraphatsara N, Kondratyuk TP, Santasiero BD, Mesecar AD, Herunsalee A, Chaukul W, Pezzuto JM, Fong HHS (2005a): Bruguiesulfurol, a new sulfur compound from Bruguiera gymnorrhiza.. Planta Med (in press).
   Web of Science ®Google Scholar
• Homhual S, Bunyapraphatsara N, Kondratyuk TP, Herunsalee A, Chaukul W, Pezzuto JM, Fong HHS, Zhang HJ (2005b): Bioactive dammarane triterpenes from the mangrove plant Bruguiera gymnorrhiza.. J Nat Prod (submitted).
   Web of Science ®Google Scholar
• Hsieh JT, Verma AK (1988): Involvement of protein kinase C in the transcriptional regulation of ornithine decarboxylase gene expression by 12-O.-tetradecanoylphorbol-13-acetate in T24 human bladder carcinoma cells. Arch Biochem Biophys 262: 326–336.
   PubMed Web of Science ®Google Scholar
• Infante JP (1999): A function for the vitamin E metabolite α.-tocopherol quinone as an essential enzyme cofactor for the mitochondrial fatty acid desaturases. FEBS Lett 446: 1–5.
   PubMed Web of Science ®Google Scholar
• Jang DS, Cuendet M, Hawthorne ME, Kardono LB, Kawanishi K, Fong HH, Mehta RG, Pezzuto JM, Kinghorn AD (2002): Prenylated flavonoids of the leaves of Macaranga conifera. with inhibitory activity against cyclooxygenase-2. Phytochemistry 61: 867–872.
   PubMed Web of Science ®Google Scholar
• Khan MR, Omoloso AD (2002): Antibacterial and antifungal activities of Barringtonia asiatica.. Fitoterapia 73: 255–260.
   PubMed Web of Science ®Google Scholar
• Khan S, Jabbar A, Hasan CM, Rashid MA (2001): Antibacterial activity of Barringtonia racemosa.. Fitoterapia 72: 162–164.
   PubMed Web of Science ®Google Scholar
• Kong A-NT, Yu R, Hebbar V, Chen C, Owuor E, Hu R, Ee R, Mandlekar S (1980): Signal transduction events elicited by cancer prevention compounds. Mutat Res 480–481: 231–241.
   Google Scholar
• Laphookhieo S, Karalai C, Ponglimanont C, Chantrapromma K (2004): Pentacyclic triterpenoid esters from the fruits of Bruguiera cylindrical.. J Nat Prod 67: 886–888.
   PubMed Web of Science ®Google Scholar
• Li Q, Withoff S, Verma M (2005): Inflammation-associated cancer: NF-κ.B is the lynchpin. Trends Immunol 26: 318–325.
   PubMed Web of Science ®Google Scholar
• McCann P, Pegg AE (1992): Ornithine decarboxylase as an enzyme target for therapy. Pharmacol Ther 54: 195–215.
   PubMed Web of Science ®Google Scholar
• McClatchey W (1996): The ethnopharmacopoeia of Rotuma. J Ethnopharmacol 50: 147–156.
   PubMed Web of Science ®Google Scholar
• McLean S, Reynolds WF, Yang JP (1994): Total assignment of the 1H and 13C chemical shifts for a mixture of cis.-and trans.-p.-hydroxycinnamoyl esters of taraxerol with the aid of high-resolution, 13C-detected, 13C-1H shift correlation spectra. Magn Reson Chem 32: 422–428.
   Web of Science ®Google Scholar
• Nakanishi C, Toi M (2005): Nuclear factor κ.B inhibitors as sensitizers to anticancer drugs. Nat Rev Cancer 5: 297–309.
   PubMed Web of Science ®Google Scholar
• Nakatani M, Miyazaki Y, Iwashita T, Naoki H, Hase T (1989): Triterpenes from Ilex rotunda. fruits. Phytochemistry 28: 1479–1482.
   Web of Science ®Google Scholar
• Öksüz S, Ulubelen A, Barla A, Kohlbau HJ, Voelter W (1999): Triterpenoids and a diterpene from Euphorbia iberica.. Planta Med 65: 475–477.
   PubMed Web of Science ®Google Scholar
• Olson GL, Cheung HC, Morgan K, Saucy G (1980): A new synthesis of α.-tocopherol. J Org Chem 45: 803–805.
   Google Scholar
• Pal BC, Chaudhuri T, Yoshikawa K, Arihara S (1994): Saponins from Barringtonia acutangula.. Phytochemistry 35: 1315–1318.
   PubMed Web of Science ®Google Scholar
• Panthong A, Kanjanapothi D, Taylor WC (1986): Ethnobotanical review of medicinal plants from Thai traditional books, part I: Plants with anti-inflammatory, anti-asthmatic and antihypertensive properties. J Ethnopharmacol 18: 213–228.
   PubMed Web of Science ®Google Scholar
• Payens JPDW (1967): A monograph of the genus Barringtonia. (Lecythidaceae). Blumea 15(2): 157–263.
   Google Scholar
• Pezzuto J, Kosmeder J II, Park E, Lee S, Cuendet M, Gills J, Bhat K, Grubjesic S, Park H, Mata-Greenwood E, Tan Y, Yu R, Lantvit D, Kinghorn A (2005): In: Kelloff GJ, Hawk ET, Sigman CC, eds., Cancer Chemoprevention Strategies for Cancer Chemoprevention, Vol. 2. Totowa, NJ, Humana Press, pp. 3–37.
   Google Scholar
• Ramirez-Mares MV, Chandra S, Mejia EG (2004): In vitro. chemopreventive activity of Camellia sinensis, Ilex paraguariensis. and Ardisia compressa. tea extracts and selected polyphenols. Mutat Res 554: 53–65.
   PubMed Web of Science ®Google Scholar
• Rao GSRS, Prasanna S, Kumar VPS, Yadagiri B (1986): New triterpenes from Barringtonia speciosa. Forst. Indian J Chem 25B: 113–122.
   Google Scholar
• Sastry CSP, Row LR (1967): New triterpenes from Barringtonia acutangula. Gaertn-III. The constitution of Tanginol, a new hexahydroxy triterpene. Tetrahedron 23: 3837–3846.
   Web of Science ®Google Scholar
• Shukla S, Gupta S (2004): Suppression of constitutive and tumor necrosis factor α.-indiced nuclear factor (NF)-κ.B activation and induction of apoptosis by apigenin in human prostate carcinoma PC-3 cells: Correlation with down-regulation of NF-κ.B-responsive genes. Clinical Cancer Res 10: 3169–3178.
   PubMed Web of Science ®Google Scholar
• Stocker A, Baumann U (2003): Supernatant protein factor in complex with RRR-α.-tocopherylquinone: A link between oxidized vitamin E and cholesterol biosynthesis. J Mol Biol 332: 759–765.
   PubMed Web of Science ®Google Scholar
• Surh YJ, Chun KS, Cha HH (2001): Molecular mechanisms underlying chemopreventive activities of anti-inflammatory phytochemicals: Down-regulation of COX-2 and iNOS through suppression of NF-κ.B activation. Mutat Res 480–481: 243–268.
   PubMed Web of Science ®Google Scholar
• Takahashi H, Iuchi M, Fujita Y, Minami H, Fukuyama Y (1999): Coumaroyl triterpenes from Casuarina equisetifolia.. Phytochemistry 51: 543–550.
   Web of Science ®Google Scholar
• Talalay P, Dinkova-Kostova AT, Holtzclaw WD (2003): Importance of phase 2 gene regulation in protection against electrophile and reactive oxygen toxicity and carcinogenesis. Adv Enzyme Regul 43: 121–134.
   PubMedGoogle Scholar
• Thomas TJ, Panikkar B, Subramoniam A, Nair MK, Panikkar KR (2002): Antitumour property and toxicity of Barringtonia racemosa. Roxb seed extract in mice. J Ethnopharmacol 82: 223–227.
   PubMed Web of Science ®Google Scholar
• Waffo-Teguo P, Hawthorne ME, Cuendet M, Mérillon J-M, Kinghorn AD, Pezzuto JM, Mehta RG (2001): Potential cancer-chemopreventive activities of wine stilbenoids and flavans extracted from grape (Vitis vinifera.) cell cultures. Nutr Cancer 40: 173–179.
   PubMed Web of Science ®Google Scholar
• Wang D, Dubois RN (2006): Prostaglandins and cancer. Gut 55: 115–122.
   PubMed Web of Science ®Google Scholar
• Zhang Y, Talalay P, Cho CG, Posner GS (1992): A major inducer of anticarcinogenic protective enzymes from broccoli: Isolation and elucidation of structure. Proc Natl Acad Sci USA 89: 2399–2403.
   PubMed Web of Science ®Google Scholar