Tyrosinase Inhibitors from Artocarpus gomezianus

Abstract

Eight compounds including, phenyl-β-naphthylamine (1), isocyclomorusin (2), cycloartocarpin (3), artocarpin (4), norartocarpetin (5), cudraflavone C (6), albanin A (7), and resveratrol (8) were isolated from the roots of Artocarpus gomezianus. Compounds 5 and 8 exhibited potent tyrosinase inhibitory activity. The ¹H- and ¹³C-NMR properties of 1, 3 and 8 were extensively studied.

References

• 1 Venkataraman  K.. Wood phenolics in the chemotaxonomy of the Moraceae.  Phytochemistry. 1972;;  11 1571-86
• 2 Shimizu  K,, Kondo  R,, Sakai  K,, Lee  S H,, Sato  H.. The inhibitory components from Artocarpus incisus on melanin biosynthesis.  Planta Medica. 1998;;  64 408-12
• 3 van Gelder  C WG,, Flurkey  W H,, Wichers  H J.. Sequence and structural features of plant and fungal tyrosinases.  Phytochemistry. 1997;;  45 1309-23
• 4 Kubo  I.. Tyrosinase inhibitors from plants. Hedin PA, Hollingworth RM, Masler EP, Miyamoto J, Thompson DG, eds Phytochemicals for Pest Control,. American Chemical Society, Washington, D.C.; 1997: 311-26
• 5 Masamoto  Y,, Iida  S,, Kubo  M.. Inhibitory effect of Chinese crude drugs on tyrosinase.  Planta Medica. 1980;;  40 361-6
• 6 Iida  K,, Hase  K,, Shimomura  K,, Sudo  S,, Kadota  S,, Namba  T.. Potent inhibitors of tyrosinase activity and melanin biosynthesis from Rheum officinale. .  Planta Medica. 1995;;  61 425-8
• 7 Morita  H,, Kayashita  T,, Kobata  H,, Gonda  A,, Takeya  K,, Itokawa  H.. Pseudostellarins A - C, new tyrosinase inhibitory cyclic peptides from Pseudostellaria heterophylla.  Tetrahedron. 1994;;  50 6797-804
• 8 Cabanes  J,, Garcia-Canovas  F,, Tudela  J,, Lozano  J A,, Garcia-Carmona  F.. L-Mimosine, a slow-binding inhibitor of mushroom tyrosinase.  Phytochemistry. 1987;;  26 917-9
• 9 Likhitwitayawuid  K,, Chanmahasathien  W,, Ruangrungsi  N,, Krungkrai  J.. Xanthones with antimalarial activity from Garcinia dulcis.   Planta Medica. 1998;;  64 281-2
• 10 Sultankhodzhaev  M N,, Tadzhibaev  M M.. Phenyl-β-naphthylamine from three species of plants.  Khimiya Prirodnykh Soedinenii. 1976;;  3 406-7 (CA85: 13872lj, 1976)
• 11 Chen  C C,, Huang  Y L,, Ou  J C,, Lin  C F,, Pan  T M.. Three new prenylflavones from Artocarpus altilis.  Journal of Natural Products. 1993;;  56 1594-7
• 12 Lin  C N,, Lu  C M,, Huang  P L.. Flavonoids from Artocarpus heterophyllus. .  Phytochemistry. 1995;;  39 1447-51
• 13 Hano  Y,, Inami  R,, Nomura  T,, Artonins  E, and  F.. Two new prenylflavones from the bark of Artocarpus communis.  Forst. Heterocycles. 1990;;  31 2173-9
• 14 Ferrari  F,, Messana  I,, do Carmo Mesquita de Araujo  M.. Structures of new flavone derivatives, brosimones G, H and I from Brosimopsis oblongifolia.   Planta Medica. 1989;;  55 70-2
• 15 Nakajima  K,, Taguchi  H,, Endo  T,, Yosioka  I.. The constituents of Scirpus fluviatilis (Torr.) A. Gray. I. The structures of two new hydroxystilbene dimers, scirpusins A and B.  Chemical and Pharmaceutical Bulletin. 1978;;  26 3050-7