Physicochemical studies of a newly synthesized molecule, 6-methyl-3-phenethyl-3,4-dihydro-1H-quinazoline-2-thione (JSH18) for topical formulations

Archives of Pharmacal Research

Volumn 31, Issue 10, 2008, Pages 1363-1368

  Kim, Sujin ^a   Jung, Sang Hun ^a   Cho, Cheong Weon ^a  

^a Chungnam National University   (South Korea)

Author keywords

6 Methyl 3 phenethyl 3,4 dihydro 1H quinazoline 2 thione; Cell viability; Melanin synthesis inhibitor; Preformulation; Solubility; Topical formulations

Indexed keywords

6 METHYL 3 PHENETHYL 3,4 DIHYDRO 1H QUINAZOLINE 2 THIONE; 6-METHYL-3-PHENETHYL-3,4-DIHYDRO-1H-QUINAZOLINE-2-THIONE; DERMATOLOGICAL AGENT; OCTANOL; QUINAZOLINE DERIVATIVE; WATER;

ANIMAL; ARTICLE; CELL SURVIVAL; CHEMISTRY; DIFFERENTIAL SCANNING CALORIMETRY; DRUG EFFECT; IN VITRO STUDY; KERATINOCYTE; MALE; METABOLISM; MOUSE; PHYSICAL CHEMISTRY; RAT; SCANNING ELECTRON MICROSCOPY; SKIN; SOLUBILITY; SPRAGUE DAWLEY RAT; TOPICAL DRUG ADMINISTRATION;

ADMINISTRATION, TOPICAL; ANIMALS; CALORIMETRY, DIFFERENTIAL SCANNING; CELL SURVIVAL; CHEMISTRY, PHARMACEUTICAL; CHEMISTRY, PHYSICAL; DERMATOLOGIC AGENTS; KERATINOCYTES; MALE; MICE; MICROSCOPY, ELECTRON, SCANNING; OCTANOLS; QUINAZOLINES; RATS; RATS, SPRAGUE-DAWLEY; SKIN; SOLUBILITY; WATER;

EID: 55149105749     PISSN: 02536269     EISSN: 19763786     Source Type: Journal    
DOI: 10.1007/s12272-001-2118-x     Document Type: Article

References (20)

1. J. Cabanes S. Chazarra F. Garcia-Carmona 1994 Kojic acid, a cosmetic skin whitening agent, is a slow-binding inhibitor of catecholase activity of tyrosinase J. Pharm. Pharmacol. 46 982 985
2. H. De Mello A. Echevarria A. M. Bernardino M. Canto-Cavailhero L. L. Leon 2004 Antileishmanial pyrazolopyridine derivatives: Synthesis and structure-activity relationship analysis J. Med. Chem. 47 5427 5432
3. M. Funayama H. Arakawa R. Yamamoto T. Nishino T. Shin S. Murao 1995 Effects of alpha-and beta-arbutin on activity of tyrosinases from mushroom and mouse melanoma Biosci. Biotechnol. Biochem. 59 143 144
4. Hearing, V. J., "Mammalian monophenol monooxygenase (tyrosinase): purification, properties and reactions catalyzed," in Methods in Enzymology-Metabolism of Aromatic Amino Acids and Amines. Kaufman, S. (Ed.), pp 154-165, Academic, New York (1987).
5. V. J. Hearing M. Jiménez 1987 Mammalian tyrosinase: the critical regulatory control point in melanocyte pigmentation Mt. J. Biochem. 19 1141 1147
6. V. J. Hearing K. Tsukamoto 1991 Enzymatic control of pigmentation in mammals FASEB J. 5 2902 2909
7. Kim, Y., Jung, S., Min, K., Park, J., and Lee, J., The preparation method of a new molecule, 6-methyl-3-phenethyl-3,4-dihydro-1H-quinazoline-2-thione and its composites for skin whitening. KR0747042 (2007).
8. Y. Kim H. Uyama 2005 Tyrosinase inhibitors from natural and synthetic sources: structure, inhibition mechanism and perspective for the future Cell Mol. Life Sci. 62 1707 1723
9. S. Kobayash 2006 UVB-induced skin damage and the protection/treatment- Effects of a novel, hydrophilic r-tocopherol derivative Yakugaku Zasshi 126 677 693
10. N. Kollias R. M. Sayre L. Zeise M. R. Chedekel 1991 Photoprotection by melanin J. Photochem. Photobiol. B9 135 160
11. M. Körner J. Pawelek 1982 Mammalian tyrosinase catalyzes three reactions in the biosynthesis of melanin Science 217 1163 1165
12. K. Maeda M. Fukuda 1996 Arbutin: mechanism of its depigmenting action in human melanocyte culture J. Pharmacol. Exp. Ther. 276 765 769
13. C. O. Mendonça S. Holmes A. D. Burden 2002 Absent lentigines in psoriatic plaques Br. J. Dermatol. 147 1044 1045
14. R. H. Müller M. Radtke S. A. Wissing 2002 Solid lipid nanoparticles (SLN) and nanostructured lipid carriers (NLC) in cosmetics and dermatological preparations Adv. Drug Del. Rev. 54 S131 S155
15. M. Nakagawa K. Kawai K. Kawai 1995 Contact allergy to kojic acid in skin care products Contact Dermatitis 32 9 13
16. Norlund, J. J., Boissy, R. E., Hearing, V. J., King, R. A., and Ortonne, J. P. (Eds), "Mixed epidermal and dermal hypermelanoses," in The Pigmentary System: Physiology and Pathophysiology. pp 1-1025, Oxford University Press, London (1988).
17. nd Ed., Fitzpatrick, T. B., Eisen, A. Z., Wolff, K., Freedberg, I. M., Austen, K. F. (Eds.). pp 224-258, McGraw-Hill, New York (1987).
18. A. Sánchez-Ferrer J. N. Rodríguez-López F. García-Cánovas F. García-Carmona 1995 Tyrosinase: a comprehensive review of its mechanism Biochim. Biophys. Acta. 1247 1 11
19. R. Sarkar R. K. Jain P. Puri 2003 Melasma in Indian males Dermatol. Surg. 29 204
20. M. Yoshimura Y. Watanabe K. Kasai J. Yamakoshi T. Koga 2005 Inhibitory effect of an ellagic acid-rich pomegranate extract on tyrosinase activity and ultraviolet-induced pigmentation Biosci. Biotechnol. Biochem. 69 2368 2373