Coumarins are compounds that rapidly observed because of its photochemical and photophysical properties that show excellent potential as laser dyes and fluorescent probes. Recently, four new coumarins naturally occuring from the leaves of Calophyllum inophyllum have been identified. Since structure differences greatly affect the photophysical and photochemical properties, in this research the isolation of coumarin from the leave of C. inophyllum cultivated in Indonesia was carried out. Low polarity solvents such as hexane and chloroform were used for partitioning the crude MeOH extract of C. inophyllum. Methanol extraction of C. inophyllum dry leaves produced 18.76% of crude extract. Solvent partition using hydrophobic solvent, hexane and chloroform gives 5.21% and 0.93% of yield, respectively. Further separation of hexane fraction using SiO2 column collected 8 sub-fractions (FA1 – FA8). Photoluminescence analysis suggested that sub-fractions FA4, FA5, and FA6 gave red fluorescene emission at 672 nm by the excitation wavelength in 400 nm. In contrast, FA3 didn’t show that phenomenon. Analysis using LC-QTOF-MS suggested that several coumarin derivatives, that is, isoinophynone, inophyllum C, inophyllum I, 3/5-methylcoumarin, disparfuran B, and inophyllum A were detected in FA4, FA5 and FA6. Further analysis of coumarin framework contribution to the photophysical properties of the fraction is under consideration.

1.
R. D. H. M. Jesus
Mendez
and
Stewart A.
Brown
,
John Wiley and Sons
,
1982
.
2.
H.-L.
Qin
,
Z.-W.
Zhang
,
L.
Ravindar
, and
K. P.
Rakesh
,
European Journal of Medicinal Chemistry
207
,
112832
(
2020
).
3.
T.
Al-Warhi
,
A.
Sabt
,
E. B.
Elkaeed
, and
W. M.
Eldehna
,
Bioorganic Chemistry
103
,
104163
(
2020
).
4.
P.
Srisuwan
et al,
Journal of Photochemistry and Photobiology A: Chemistry
427
,
113841
(
2022
).
5.
J.
Isaad
,
F.
Malek
, and
A. E.
Achari
,
Chemical Data Collections
41
,
100941
(
2022
).
6.
Z.
Liu
et al,
Tetrahedron Letters
94
,
153700
(
2022
).
7.
S.
Zhang
et al,
Analytical Biochemistry
652
,
114752
(
2022
).
8.
R.
Tian
et al,
Dyes and Pigments
205
,
110530
(
2022
).
9.
M.
Itoigawa
et al,
Cancer Letters
169
,
15
19
(
2001
).
10.
J.
Zou
,
J.
Wu
,
S.-Z.
Liu
, and
W.-M.
Zhao
,
HCA
93
,
1812
1821
(
2010
).
11.
Kazuyoshi
Kawazu
,
H.
Ohigashi
, and
T.
Mitsui
,
Bulletin of the Institute for Chemical Research
50
,
1972
(
1972
).
12.
A. D.
Patil
et al,
J. Med. Chem.
36
,
4131
4138
(
1993
).
13.
F.
Laure
,
P.
Raharivelomanana
,
J.-F.
Butaud
,
J.-P.
Bianchini
, and
E. M.
Gaydou
,
Analytica Chimica Acta
624
,
147
153
(
2008
).
14.
Z.
Li
et al,
Phytochemistry Letters
16
,
203
206
(
2016
).
15.
T.
Zeng
et al,
Industrial Crops and Products
177
,
114545
(
2022
).
16.
Nitisha
and
P.
Venkatakrishnan
,
J. Org. Chem.
84
,
10679
10689
(
2019
).
17.
S.
Fiorito
,
F.
Epifano
,
V. A.
Taddeo
, and
S.
Genovese
,
Tetrahedron Letters
57
,
2939
2942
(
2016
).
18.
M.
Yamaji
,
Y.
Hakoda
,
H.
Okamoto
, and
F.
Tani
,
Photochem. Photobiol. Sci.
16
,
555
563
(
2017
).
19.
M.
Yamaji
,
H.
Okamoto
,
K.
Goto
,
S.
Kato
,
F.
Tani
, and
Y.
Nakamura
,
Tetrahedron Letters
59
,
1216
1219
(
2018
).
20.
J. R.
Lakowicz
, Ed.,
Boston, MA
:
Springer US
,
2006
.
21.
M. S.
Ali
,
S.
Mahmud
,
S.
Perveen
,
V. U.
Ahmad
, and
G. H.
Rizwani
,.
5
(
1999
).
22.
N. U.-D.
Khan
et al,
Phytochemistry
42
,
1181
1183
(
1996
).
23.
M. C.
Yimdjo
,
A. G.
Azebaze
,
A. E.
Nkengfack
,
A. M.
Meyer
,
B.
Bodo
, and
Z. T.
Fomum
,
Phytochemistry
65
,
2789
2795
(
2004
).
24.
M. D. C. T.
Truiti
and
M. H.
Sarragiotto
,
Phytochemistry
47
,
97
99
(
1998
).
26.
M.
Wei
et al,
Chem Nat Compd
46
,
340
342
(
2010
).
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