Synthesis of (±)heritol

Zubaidha, P. K.; Racherla, Uday S.; Ayyangar, N. R.

doi:10.1016/s0040-4020(01)86527-3

Cited by 36 publications

(20 citation statements)

References 8 publications

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“…Naphthofuran nuclei are key structural moieties found in a large number of biologically important natural products. Many of the natural naphthofurans, such as (±)-laevigatin [ 7 ], (+)-heritol [ 8 , 9 ] and balsaminone A [ 10 ], possess interesting pharmacological and cytotoxic properties [ 11 ]. A large number of naphthofuran derivatives are endowed with various biological activities like anthelmintic, anticonvulsant, and antipyretic [ 12 ] and their plant extracts are being used for traditional medicines [ 13 ], while mansonone D and Dunnione [ 14 ] of naphthofuran family are vital biologically active agents.…”

Section: Introductionmentioning

confidence: 99%

Metal (II) Complexes Derived from Naphthofuran-2-carbohydrazide and Diacetylmonoxime Schiff Base: Synthesis, Spectroscopic, Electrochemical, and Biological Investigation

Sumathi

Halli

2014

Bioinorganic Chemistry and Applications

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A new Schiff base and a new series of Co(II), Ni(II), Cu(II), Cd(II), and Hg(II) complexes were synthesized by the condensation of naphthofuran-2-carbohydrazide and diacetylmonoxime. Metal complexes of the Schiff base were prepared from their chloride salts of Co(II), Ni(II), Cu(II), Cd(II), and Hg(II) in ethanol. The ligand along with its metal complexes have been characterized on the basis of analytical data, IR, electronic, mass, 1HNMR, ESR spectral data, thermal studies, magnetic susceptibility, and molar conductance measurements. The nonelectrolytic behaviour of the complexes was assessed from the measured low conductance data. The elemental analysis of the complexes confirm the stoichiometry of the type CuL2Cl2 and MLCl2 where M = Ni(II), Co(II), Cd(II), and Hg(II) and L = Schiff base. The redox property of the Cu(II) complex was investigated by electrochemical method using cyclic voltammetry. In the light of these results, Co(II), Ni(II), and Cu(II) complexes are assigned octahedral geometry, Cd(II), and Hg(II) complexes tetrahedral geometry. In order to evaluate the effect of metal ions upon chelation, both the ligand and its metal complexes were screened for their antibacterial and antifungal activities by minimum inhibitory concentration (MIC) method. The DNA cleaving capacity of all the complexes was analysed by agarose gel electrophoresis method.

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Section: Introductionmentioning

confidence: 99%

Metal (II) Complexes Derived from Naphthofuran-2-carbohydrazide and Diacetylmonoxime Schiff Base: Synthesis, Spectroscopic, Electrochemical, and Biological Investigation

Sumathi

Halli

2014

Bioinorganic Chemistry and Applications

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“…a-Tetralone 5a, a precursor of a-tetralol (±)-5b, was obtained in three steps from 2-methylanisole, through an earlier described procedure (Scheme 2). 6,21 Finally, the diastereomeric tetralols 6b/6b 0 and 7b/7b 0 were obtained as 2:1 (trans:cis) and 2:3 (trans:cis) mixtures, respectively, by reduction of the commercially available tetralones 6a and 7a (Scheme 3).…”

Section: Introductionmentioning

confidence: 99%

Enzymatic resolution of α-tetralols by CALB-catalyzed acetylation

Ferraz

Bianco

Teixeira

et al. 2007

Tetrahedron: Asymmetry

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“…Advantages of our acylation methodology were demonstrated by the synthesis of 1‐tetralone 3p ,17 which is a precursor to heritol and heritonin, from highly stable ester 1l (Scheme ). The transformation from the acid was earlier reported by our group by using trifluoroacetic anhydride and CF 3 CO 2 H. The additional advantage of our protocol over the existing method is that there is no need to generate/handle unstable, hazardous, and moisture‐sensitive acid chlorides.…”

Section: Resultsmentioning

confidence: 99%