Abstract
An aliphatic alcohol 12-hydroxyhentriacontane has been synthesised for the first time. The synthetic route of this naturally occurring alcohol adopts the techniques of microwave and ultrasonic irradiation. The synthetic approach provided enough material to corroborate the structure of the target molecule which had been isolated from leaves of Ziziphus mauritiana and exhibits excellent anti-inflammatory, antibacterial and antimicrobial properties.
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References
1.
Agarwal
S.K.
,
Verma
S.
,
Singh
S. S.
,
Sammal
S. S.
, and
Kumar
S.
, Ind. J. Chem. , 2002 , 41B , 878 .
2.
Meiselman
H.L.
,
Halpern
B. P.
, and
Dateo
G. P.
, Physiol. Behav. , 1976 , 17 , 313 .
3.
Kennedy
L.M.
, and
Helpern
B. P.
, Physiol. Behav. , 1980 , 24 , 135 .
4.
Yamada
H.
,
Imoto
T.
, and
Yoshioka
S.
, Chem. Senses , 1985 , 10 , 134 .
5.
Tanaka
K.
, and
Toda
F.
, Chem. Rev. , 2000 , 100 , 1025 .
6.
Loupy
A.
,
Petit
A.
,
Hamelin
J.
,
Texier-Boullet
F.
,
Jacquault
P.
, and
Mathe
D.
, Synthesis , 1998 , 1213 .
7.
Singh
V.
,
Khurana
A.
,
Kaur
I.
,
Sapehiya
V.
,
Kad
G. L.
, and
Singh
J.
, J. Chem. Soc., Perkin Trans. 1 , 2002 , 15 , 1766 .
8.
Kad
G.L.
,
Singh
V.
,
Chaudhary
S.
,
Setia
S.
,
Bhandari
M.
, and
Singh
J.
, Ultrson. Sonochem. , 2001 , 8 , 123 .
9.
Gupta
N.
,
Kaur
M.
,
Shallu
,
Gupta
N.
,
Kad
G. L.
, and
Singh
J.
, Nat. Prod. Res. , 2013 , 27 , 548 .
10.
Singh
A.
,
Sharma
M. L.
, and
Singh
J.
, Indian J. Chem. , 2010 , 49B , 1648 .
11.
Gupta
N.
,
Shallu
,
Kad
G. L.
, and
Singh
J.
, Nat. Prod. Res. , 2014 , 28 , 424 .
12.
Kad
G.
,
Kaur
I.
,
Bhandari
M.
,
Singh
J.
, and
Kaur
J.
, Org. Process Res. Dev. , 2003 , 7 , 339 .
13.
Deka
N.
, and
Sarma
J. C.
, J. Org. Chem. , 2001 , 66 , 1947 .
14.
Cahiez
G.
,
Alexakis
A.
, and
Normant
J. F.
, Tetrahedron Lett. , 1978 , 33 , 3013 .
15.
Wagner
A.
,
Heitz
M. P.
, and
Mioskowsku
C.
, Terahedron Lett. , 1989 , 30 , 557 .
16.
Tamura
M.
, and
Kochi
J.
, J. Am. Chem. Soc. , 1971 , 93 , 1483 .
17.
Corey
E.J.
, and
Schmidt
G.
, Tetrahedron Lett. , 1979 , 399 .
18.
Petrier
C.
,
Dupuy
C.
, and
Luche
J. L.
, Tetrahedron Lett. , 1986 , 27 , 3149 .
19.
Varma
R.S.
, and
Saini
R. K.
, Tetrahedron Lett. , 1997 , 38 , 4337 .
20.
Kress
K.C.
,
Kaller
M.
,
Axenov
K. V.
,
Tussetschläger
S.
, and
Laschat
S.
, Beilstein J. Org. Chem. , 2012 , 8 , 371 .
21.
Banaszak
E.
,
Xu
L. W.
,
Bardeau
J. F.
,
Castanet
A. S.
, and
Mortier
J.
, Tetrahedron , 2009 , 65 , 3961 .
22.
Dulayymi
J.R. A.
,
Baird
M. S.
, and
Roberts
E.
, Tetrahedron , 2005 , 61 , 11939 .
23.
Khan
A.A.
,
Chee
S. H.
,
Stocker
B. L.
, and
Timmer
M. S. M.
, Eur. J. Org. Chem. , 2012 , 995 .
