Plumbagin

senyawa kimia

Plumbagin (5-Hidroksi-2-metil-1,4-naftokuinon) merupakan senyawa naftokuinon yang diturunkan dari tumbuh-tumbuhan dan memiliki berbagai aktivitas farmakologis. Telah ditemukan bahwa ia memiliki aktivitas antimikroba.[1][2] Pada hewan, ia memiliki efek antimalaria,[3] antikanker,[4][5] kardiotonik,[6] anti kesuburan,[7] dan anti-aterosklerosis.[8]

Plumbagin
Nama
Nama IUPAC
5-hidroksi-2-metil-naftalena-1,4-dion
Penanda
Model 3D (JSmol)
3DMet {{{3DMet}}}
Nomor EC
Nomor RTECS {{{value}}}
  • CC1=CC(=O)C2=C(C1=O)C=CC=C2O
Sifat
C11H8O3
Massa molar 188,17942 g/mol
Kecuali dinyatakan lain, data di atas berlaku pada suhu dan tekanan standar (25 °C [77 °F], 100 kPa).
Referensi

Nama plumbagin berasal dari genus tumbuhan Plumbago, yang darinya ia pertama kali diisolasi[9]

Referensi

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  1. ^ Didry, N., L. Dubrevil & M. Pinkas 1994. Activity of anthraquinonic and naphthoquinonic compounds on oral bacteria. Die Pharmazie 49(9): 681–683.
  2. ^ Paiva, S.R.d., M.R. Figueiredo, T. V. Aragão, M.A.C. Kaplan 2003. Antimicrobial Activity in Vitro of Plumbagin Isolated from Plumbago Species.PDF (511 KiB) Mem Inst Oswaldo Cruz 98(7): 959–961.
  3. ^ Likhitwitayawuid, K., R. Kaewamatawong, N. Ruangrungsi & J. Krungkrai 1998. Antimalarial naphthoquinones from Nepenthes thorelii. Planta Medica 64(3): 237–241.
  4. ^ Parimala, R. & P. Sachdanandam 1993. Effect of plumbagin on some glucose metabolizing enzymes studied in rats in experimental hepatoma. Molecular and Cellular Biochemistry 12(1): 59–63.
  5. ^ Hsu, Y.-L., C.-Y. Cho, P.-L. Kuo, Y.-T. Huang & C.-C. Lin 2006. Plumbagin (5-Hydroxy-2-methyl-1,4-naphthoquinone) Induces Apoptosis and Cell Cycle Arrest in A549 Cells through p53 Accumulation via c-Jun NH2-Terminal Kinase-Mediated Phosphorylation at Serine 15 in Vitro and in Vivo. Journal of Pharmacology and Experimental Therapeutics 318(2): 484–494. doi:10.1124/jpet.105.098863
  6. ^ Itoigawa, M., K. Takeya & H. Furukawa 1991. Cardiotonic action of plumbagin on guinea-pig papillary muscle. Planta Medica 57(4): 317–319.
  7. ^ Bhargava, S.K. 1984. Effects of plumbagin on reproductive function of male dog. Indian Journal of Experimental Biology 22(3): 153–156.
  8. ^ Ding, Y., Z.-J. Chen, S. Liu, D. Che, M. Vetter, C.-H. Chang 2005. Inhibition of Nox-4 activity by plumbagin, a plant-derived bioactive naphthoquinone. Journal of Pharmacy and Pharmacology 57(1): 111.
  9. ^ Van der Vijver, L.M. 1972. Distribution of plumbagin in the Plumbaginaceae. Phytochemistry 11: 3247–3248.