756 T. Chamoli et al.
some fluorine containing 2-(1-phenyl-3-aryl-1Hpyrazol-4-yl)-3-
chlorochromones, 2-(1-phenyl-3-aryl-1H-pyrazol-4-yl)chromones
and 5-(1-phenyl-3-aryl-1H-pyrazol-4-yl)-3-(2-hydroxyphenyl)-4,5-
dihydropyrazolines. Indian J Chem 2005;44B:422–425.
8. Patel VM, Desai KR. Microwave-induced synthesis of fluorine
containing 1, 5-disubstituted hydantoins and thiohydantoins
27. Chew EH, Lu J, Bradshaw TD, Holmgren A. ioredoxin reductase
inhibition by antitumor quinols: a quinol pharmacophore effect
correlating to antiproliferative activity. Faseb J 2008;22:2072–2083.
28. Singh IP, Sidana J, Bansal P, Foley WJ. Phloroglucinol compounds
of therapeutic interest: global patent and technology status. Expert
Opin er Pat 2009;19:847–866.
and their antibacterial activity. Indian
1084–1087.
9. Hammam AEG, El-Salam OAI, Mohamed AM, Hafez NA. Novel
fluoro substituted benzo[b]pyran with anti-lung cancer activity.
Indian J Chem 2005;44B:1887–1893.
10. Rojas J, Payá M, Dominguez JN, Luisa Ferrándiz M. e synthesis
and effect of fluorinated chalcone derivatives on nitric oxide
production. Bioorg Med Chem Lett 2002;12:1951–1954.
11. Watson TJ, Ayers TA, Shah N, Wenstrup D, Webster M, Freund D,
Horgan S, Carey JP. Process improvements for the preparation of
kilo quantities of a series of isoindoline compounds. Org Process
Res Dev 2003;7:521–532.
12. Piccionello AP, Pace A, Pierro P, Pilibri P, Buscemi S, Vivona N.
On the reaction of some 5-polyfluoroaryl-1,2,4-oxadiazoles with
methylhydrazine: synthesis of fluorinated indazoles. Tetrahedron
2009;65:119–127.
J
Chem 2005;44B:
29. Seki T, Tachikawa H, Yamada T, Hattori HH. Synthesis of
phthalide-skeleton using selective intramolecular tishchenko
reaction over solid base catalysts. J Catal 2003;217:117–126.
30. Karnik AV, Kamath SS. Cascade Enantioselective Synthesis
of 3-arylphthalides using chiral auxiliary route. Synthesis
2008;12:1832–1834.
31. Lin G, Chem SS-K, Chung H-S, Li S-L. Chemistry and biological
activities of naturally occurring phthalides. In: Rehman AU. (ed).
Studies in Natural Product Chemistry. Bioactive Natutral Products
(Part L). Amsterdam: Elsevier North Holland; 2005; 32. pp.
611–669.
32. Knepper K, Zigert RE, Brase ST. Solid-phase synthesis of
isoindolinones and naturallyoccurring benzobutyrolactones
(phthalides) using a cyclative-cleavage approach. Tetrahedron
2004;60:8591–8603.
33. Witulski B, Zimmermann A, Gowans ND. First total synthesis of
the marine illudalane sesquiterpenoid alcyopterosin E. Chem
Commun (Camb) 2002;34:2984–2985.
13. Pormord F, Hosseinimehr SJ, Shahabimajd N. Antioxidant activity,
phenol and flavonoid contents of some selected Iranian medicinal
plants. Afr J Biotechnol 2006;5:1142–1145.
14. Russel AD. Mechanisms of antimicrobial action of antiseptics and
disinfectants: an increasingly important area of investigation.
J Antimicrob Chemother 2002;49:597–599.
34. Zhang B, Xu MH, Lin GQ. Catalytic enantioselective synthesis
of chiral phthalides by efficient reductive cyclization of
2-acylarylcarboxylates under aqueous transfer hydrogenation
conditions. Org Lett 2009;11:4712–4715.
15. Rodirgo G, Almanja GR, Cheng Y, Peng J, Hamann M, Duan RD,
AkessonB.Antiproliferativeeffectsofcurcuphenol,asesquiterpene
phenol. Fitoterapia 2010;81:762–766.
35. Lin H, Sun X-W. Highly efficient synthesis of 3-indolyl-substituted
phthalides via friedel–crafts reactions in water. Tetrahedron Lett
2008;49:5343–5346.
16. Mekawey AAI, Mokhtar MM, Farrag RM. Antitumor and
antibacterial activities of [1-(2-ethyl, 6-heptyl)phenol] from
Cuminum cyminum seeds. J Appl Sci Res 2009;5:1881–1888.
17. Bendini A, Cerretani L, Pizzolante L, Tosch TG, Guzzo F, Ceoldo
S, Marconi AM, Andretta F, Levi M. Phenol content related to
antioxidant and antimicrobial activities of Passiflora spp. extracts.
Eur Food Res Techol 2006;223:102–109.
36. Zhou L, Jiang H-F. Synthesis of phthalides via Pd/CNTs-
catalyzed reaction of terminal alkynes and O-iodobenzoic acid
under copper- and ligand-free conditions. Tetrahedron Lett
2007;48:8449–8452.
37. Chang HT, Jeganmohan M, Cheng CH. Highly efficient cyclization
of o-iodobenzoates with aldehydes catalyzed by cobalt bidentate
phosphinecomplexes:anovelentrytochiralphthalides. Chemistry
2007;13:4356–4363.
18. Kocaçalischan I, Talah I, Terzi I. Antimicrobial Activity of
Catechol and Pyrogallol as Allelochemicals.
2006;61c:639–642.
19. Tomc JF, Busch K, Minnasian B, Kolek B, Flamm R, Gradelski A,
Bonner D. Antibacterial activity of BMS-180680, a new catechol-
containing monobactam. Artimicrob Agents Chemother 1997;41:
1010–1016.
20. Taguri T, Tanaka T, Kouno I. Antibacterial spectrum of plant
polyphenols and extracts depending upon hydroxyphenyl struc-
ture. Biol Pharm Bull 2006;29:2226–2235.
21. McDonald RW, Bunjobpon W, Liu T, Fessler S, Pardo OE, Freer IK
et al. Synthesis and anticancer activity of nordihydroguaiaretic acid
(NDGA) and analogues. Anticancer Drug Des 2001;16:261–270.
22. Mitsuhashi S, Saito A, Nakajima N, Shima H, Ubukata M. Pyrogallol
structure in polyphenols is involved in apoptosis-induction on
HEK293T and K562 cells. Molecules 2008;13:2998–3006.
23. Barbini L, Lopez P, Ruffa J, Martino V, Ferraro G, Campos R et al.
Induction of apoptosis on human hepatocarcinoma cell lines by
an alkyl resorcinol isolated from Lithraea molleoides. World J
Gastroenterol 2006;12:5959–5963.
24. Sharp SY, Boxall K, Rowlands M, Prodromou C, Roe SM, Maloney
A et al. In vitro biological characterization of a novel, synthetic
diaryl pyrazole resorcinol class of heat shock protein 90 inhibitors.
Cancer Res 2007;67:2206–2216.
25. Cojocaru M, Droby S, Glotter E, Goldman A, Gottlieb HE, Jacoby B,
Prusky D. 5-(12-heptadecenyl)-resorcinol, the major component
of the antifungal activity in the peel of mango fruit. Phytochemistry
1986;25:1093–1095.
Z
Naturforsch
38. Faigl F, urner A, Molnar B, Simig G, Volk B. Manufacturing
synthesis of 5-substituted phthalides. Org Process Res Dev
2010;14:617–622.
39. Hahn FC, Reid EE. Ortho-benzoyl-benzoic acids containing
fluorine, iodine and sulfur. J Am Chem Soc 1924;46:1645–1653.
40. NCCLS. Reference method for broth dilution antifungal
susceptibility testing of yeasts; Approved Standard M27-A2.
National Committee on Clinical Laboratory Standards, 2002.
41. NCCLS. Methods for dilution antimicrobial susceptibility tests
for bacteria that grow aerobically; Approved Standard, 7th Edn.
M7-A7, National Committee on Clinical Laboratory Standards,
2006.
42. NCCLS. Susceptibility testing of mycobacteria, nocardia, and other
aerobic actinomycetes; Tentative Standard—Approved Standard,
M24-A. National Committee on Clinical Laboratory Standards,
2003.
43. Franzblau SG, Witzig RS, McLaughlin JC, Torres P, Madico G,
Hernandez A et al. Rapid, low-technology MIC determination
with clinical Mycobacterium tuberculosis isolates by using the
microplate Alamar Blue assay. J Clin Microbiol 1998;36:362–366.
44. NCCLS. Reference method for broth dilution antifungal
susceptibility testing of filamentous fungi; approved standard,
M38-A. National Committee on Clinical Laboratory Standards,
2002.
45. Valter RE, Flitch W. Ring-Chain Tautomerism. New York and
London: Plenum Press, 1985.
46. Zhang J, Blazecka PG, Berven H, Belmont D. Metal-mediated
allylation of mucohalic acids: facile formation of γ-allylic
α,β-unsaturated γ-butyrolactones. Tetrahedron Lett 2003;44:
5579–5582.
26. Suzuki Y, Esumi Y, Hyakutake H, Kono Y, Sakurai A. Isolation of
5-(8 Z-heptadecenyl)-resorcinol from etiolated rice seedlings as
an antifungal agent. Phytochemistry 1996;41:1485–1489.
Journal of Enzyme Inhibition and Medicinal Chemistry