Published June 30, 2014 | Version v1
Journal article Restricted

Antimicrobial prenylated benzoylphloroglucinol derivatives and xanthones from the leaves of Garcinia goudotiana

  • 1. Laboratoire de Chimie Appliquée aux Substances Naturelles, Faculté des Sciences, Université d'Antananarivo, BP 566, Antananarivo 101, Madagascar & Institut Régional de Recherche en Agroalimentaire et Biotechnologie: Charles Viollette, EA1026, Université Lille 2, F-59000 Lille, France & EA GRIIOT, EA4481, Laboratoire de pharmacognosie, UFR Pharmacie, Université Lille 2, F-59000 Lille, France

Description

Mahamodo, Sania, Rivière, Céline, Neut, Christel, Abedini, Amin, Ranarivelo, Heritiana, Duhal, Nathalie, Roumy, Vincent, Hennebelle, Thierry, Sahpaz, Sevser, Lemoine, Amélie, Razafimahefa, Dorothée, Razanamahefa, Bakonirina, Bailleul, François, Andriamihaja, Bakolinirina (2014): Antimicrobial prenylated benzoylphloroglucinol derivatives and xanthones from the leaves of Garcinia goudotiana. Phytochemistry 102: 162-168, DOI: 10.1016/j.phytochem.2014.03.006, URL: http://dx.doi.org/10.1016/j.phytochem.2014.03.006

Files

Restricted

The record is publicly accessible, but files are restricted to users with access.

Linked records

Additional details

Identifiers

LSID
urn:lsid:plazi.org:pub:391CFFE0FFA2FFB2FFC97847FFE9FFA5

Related works

Has part
Figure: 10.5281/zenodo.10489864 (DOI)

References

  • Bohlmann, F., Zdero, C., 1980. Naturally occurring terpene derivatives. Part 244. New geranylphloroglucinol derivatives from Helichrysum monticola. Phytochemistry 19, 683-684.
  • Cheng, Y.B., Fazary, A.E., Lin, Y.C., Lo, I.W., Ong, S.C., Chen, S.Y., Chien, C.T., Lin, Y.J., Lin, W.W., Shen, Y.C., 2013. Hyperinakin, a new anti-inflammatory phloroglucinol derivative from Hypericum nakamurai. Nat. Prod. Res. 27, 727- 734.
  • Cortez, D.A.G., Young, M.C.M., Marston, A., Wolfender, J.L., Hostettmann, K., 1998. Xanthones, triterpenes and a biphenyl from Kielmeyera coriacea. Phytochemistry 47, 1367-1374.
  • Fouotsa, H., Lannang, A.M., Mbazoa, C.D., Rasheed, S., Marasini, B.P., Ali, Z., Devkota, K.P., Kengfack, A.E., Shaheen, F., Choudhary, M.I., Sewald, N., 2012. Xanthones inhibitors of Oi- glucosidase and glycation from Garcinia nobilis. Phytochem. Lett. 5, 236-239.
  • Fuller, R.W., Westergaard, C.K., Collins, J.W., Cardellina II, J.H., Boyd, M.R., 1999. Vismiaphenones D-G, new prenylated benzophenones from Vismia cayennensis. J. Nat. Prod. 62, 67-69.
  • Gbaguidi, F., Accrombessi, G., Moudachirou, M., Quetin-Leclercq, J., 2005. HPLC quantification of two isomeric triterpenic acids isolated from Mitracarpus scaber and antimicrobial activity on Dermatophilus congolensis. J. Pharm. Biomed. Anal. 39, 990-995.
  • Gontijo, V.S., de Souza, T.C., Rosa, I.A., Soares, M.G., da Silva, M.A., Vilegas, W., Junior, V.C., dos Santos, M.H., 2012a. Isolation and evaluation of the antioxidant activity of phenolic constituents of the Garcinia brasiliensis epicarp. Food Chem. 132, 1230-1235.
  • Gontijo, V.S., Judice, W.A.S., Codonho, B., Pereira, I.O., Assis, D.M., Januario, J.P., Caroselli, E.E., Juliano, M.A., Dosatti, A.D.C., Marques, M.J., Junior, C.V., dos Santos, M.H., 2012b. Leishmanicidal, antiproteolytic and antioxidant evaluation of natural bioflavonoids isolated from Garcinia brasiliensis and their semisynthetic derivatives. Eur. J. Med. Chem. 58, 613-623.
  • Hay, A.E., Merza, J., Landreau, A., Litaudon, M., Pagniez, F., Le Pape, P., Richomme, P., 2008. Antileishmanial polyphenols from Garcinia vieillardii. Fitoterapia 79, 42- 46.
  • Hemshekhar, M., Sunitha, K., Santhosh, M.S., Devaraja, S., Kemparaju, K., Vishwanath, B.S., Niranjana, S.R., Girish, K.S., 2011. An overview on genus Garcinia: phytochemical and therapeutical aspects. Phytochem. Rev. 10, 325- 351.
  • Ito, T., Yokota, R., Watarai, T., Mori, K., Oyama, M., Nagasawa, H., Matsuda, H., Iinuma, M., 2013. Isolation of six isoprenylated bioflavonoids from the leaves of Garcinia subelliptica. Chem. Pharm. Bull. 61, 551-558.
  • Jakupovic, J., Zdero, C., Grenz, M., Tsichritzis, F., Lehmann, L., Hashemi-Nejad, S.M., Bolmann, F., 1989. Twenty-one acylphloroglucinol derivatives and further constituents from South African Helichrysum species. Phytochemistry 28, 1119- 1131.
  • Klaiklay, S., Sukpondma, Y., Rukachaisirikul, V., Phongpaichit, S., 2013. Friedolanostanes and xanthones from the twigs of Garcinia hombroniana. Phytochemistry 85, 161-166.
  • Kumar, S., Sharma, S., Chattopadhyay, S.K., 2013. The potential health benefit of polyisoprenylated benzophenones from Garcinia and related genera: ethnobotanical and therapeutic importance. Fitoterapia 89, 86-125.
  • Lannang, A.M., Noudou, B.S., Sewald, N., 2013. Ovalifolone A and B: new friedelane derivatives from Garcinia ovalifolia. Phytochem. Lett. 6, 157-161.
  • Lin, Y.L., Wu, Y.S., 2003. Polyprenylated phloroglucinol derivatives from Hypericum sampsonii. Helv. Chim. Acta 86, 2156-2163.
  • Mabberley, D.J., 2008. Mabberley's Plant-Book, third ed. Cambridge University Press, Cambridge.
  • Mahato, S.B., Kundu, A.P., 1994. 13C NMR spectra of pentacyclic triterpenoids - a compilation and some salient features. Phytochemistry 37, 1517-1575.
  • McGaw, L.J., Rabe, T., Sparg, S.G., Jager, A.K., Eloff, J.N., Van Staden, J., 2001. An investigation on the biological activity of Combretum species. J. Ethnopharmacol. 75, 45-50.
  • Niu, S.L., Li, Z.L., Ji, F., Liu, G.Y., Zhao, N., Liu, X.Q., Jing, Y.K., Hua, H.M., 2012. Xanthones from the stem bark of Garcinia bracteata with growth inhibitory effects against HL-60 cells. Phytochemistry 77, 280-286.
  • Pecchio, M., Solis, P.N., Lopez-Perez, J.L., Vasquez, Y., Rodriguez, N., Olmedo, D., Correa, M., Feliciano, A.S., Gupta, M.P., 2006. Cytotoxic and antimicrobial benzophenones from the leaves of Tovomita longifolia. J. Nat. Prod. 69, 410-413.
  • Reutrakul, V., Anantachoke, N., Pohmakotr, M., Jaipetch, T., Sophasan, S., Yoosook, C., Kasisit, J., Napaswat, C., Santisuk, T., Tuchnida, P., 2007. Cytotoxic and anti-HIV- 1 caged xanthones from the resin and fruits of Garcinia hanburyi. Planta Med. 73, 33-40.
  • Santa-Cecilia, F.V., Vilela, F.C., da Rocha, C.Q., Dias, D.F., Cavalcante, G.P., Freitas, L.A.S., dos Santos, M.H., Giusti-Paiva, A., 2011. Anti-inflammatory and antinociceptive effects of Garcinia brasiliensis. J. Ethnopharmacol. 133, 467-473.
  • Seo, E.K., Wall, M.E., Wani, M.C., Navarro, H., Mukherjee, R., Farnsworth, N.R., Kinghorn, A.D., 1999. Cytotoxic constituents from the roots of Tovomita brevistaminea. Phytochemistry 52, 669-674.
  • Singh, I.P., Bharate, S.B., 2006. Phloroglucinol compounds of natural origin. Nat. Prod. Rep. 23, 558-591.
  • Siridechakorn, I., Phakhodee, W., Ritthiwigrom, T., Promgool, T., Deachathai, S., Cheenpracha, S., Prawat, U., Laphookhieo, S., 2012. Antibacterial dihydrobenzopyran and xanthone derivatives from Garcinia cowa stem barks. Fitoterapia 83, 1430-1434.
  • Tourteau, A., Andrzejak, V., Body-Malapel, M., Lemaire, L., Lemoine, A., Mansouri, R., Djouina, M., Renault, N., El Bakali, J., Desreumaux, P., Muccioli, G.G., Lambert, D.M., Chavatte, P., Rigo, B., Leleu-Chavain, N., Millet, R., 2013. 3-Carboxamido-5- aryl-isoxazoles as new CB2 agonists for the treatment of colitis. Bioorg. Med. Chem. 21, 5383-5394.
  • Toyang, N.J., Ateh, E.N., Keiser, J., Vargas, M., Bach, H., Tane, P., Sondengam, L.B., Davis, H., Bryant, J., Verpoorte, R., 2012. Toxicity, antimicrobial and anthelmintic activities of Vernonia guineensis Benth. (Asteraceae) crude extracts. J. Ethnopharmacol. 144, 700-704.
  • Vo, H.T., Nguyen, N.T.T., Nguyen, H.T., Do, K.Q., Connolly, J.D., Maas, G., Heilmann, J., Werz, U.R., Pham, H.D., Nguyen, L.H.D., 2012. Cytotoxic tetraoxygenated xanthones from the bark of Garcinia schomburgkiana. Phytochem.Lett.5, 553-557.
  • Xia, Z.X., Zhang, D.D., Liang, S., Lao, Y.Z., Zhang, H., Tan, H.S., Chen, S.L., Wang, X.H., Xu, H.X., 2012. Bioassay-guided isolation of prenylated xanthones and polycyclic acylphloroglucinols from the leaves of Garcinia nujiangensis. J. Nat. Prod. 75, 1459-1464.
  • Zhang, Z., ElSohly, H.N., Jacob, M.R., Pasco, D.S., Walker, L.A., Clark, A.M., 2002. Natural products inhibiting Candida albicans secreted aspartic proteases from Tovomita krukovii. Planta Med. 68, 49-54.