Mistletoe (Dendrophthoe pentandra Miq.) leaves serve as a herbal medicine, particularly used in Indonesian folk medicine, for treating various immunological disorders and cancers. One major active compound of mistletoe plant was flavonoid that occured in the form of glycosides (quercetin-3-O-rhamnoside) instead of aglycone (quercetin). Quercetin from the flavonoid group had high bioactivities than that in glycosidic form. The fermentation of flavonoid glycoside with filamentous fungi resulted in the conversion of bioactive compounds. The objectives of this study were to explore the derivatives of quercetin-3-O-rhamnoside during fungal fermentation of water-extracted mistletoe (D. pentandra Miq.) leaves (B) by A. acueletus LS04-3 and investigate the influence of glucose (B+G), yeast (B+Y), and both glucose and yeast (B+G+Y) in the medium on the metabolism of quercetin-3-O-rhamnosidebased on HPLC and LCMS-MS analysis. Based on HPLC analysis, the addition of yeast to the medium (B+Y) increased the conversion of glucoside to quercetin almost twice as much as that on the control medium (B), during the first day of incubation period (D-1). The 10% increase of quercetin peak was only seen on the third day of incubation in B+G medium, when compared to the control sample (B). Moreover, LCMS-MS analysis revealed that quercetin-3-O-rhamnoside and quercetin were detected as the major components in fermented mistletoe leaves. Furthermore, quercetin-3-galactoside-7-glucoside and robinetin were found in the medium that had been added with glucose. The study suggest that glycosilation could also occur in processes other than hydrolisis of glycoside because external glucose would affect the energy metabolism and sugar activation of the microbe. Our finding expanded the understanding of the mistletoe leaf fermentation process and provided further guidance for the biotransformation of quercetin-3-O-rhamnoside in scale up production.

1.
Balasuriya
,
B.
, &
Rupasinghe
,
H.
(
2011
).
Plant flavonoids as angiotensin converting enzyme inhibitors in regulation of hypertension
.
Functional Foods in Health and Disease
,
5
,
172
188
.
2.
Chebil
,
L.
,
Humeau
,
C.
,
Anthoni
,
J.
,
Dehez
,
F.
, &
Engasser
,
J.
(
2007
).
Solubility of flavonoids in organic solvents
.
Journal of Chemical & Engineering Data
,
52
,
1552
1556
.
3.
Costa
,
E.M.B.M.
,
Pimenta
,
F.C.
,
Luz
,
W.C.
,
Olieveira
,
V.
(
2008
).
Selection Of Filamentous Fungi Of The Beauveria Genus Able To Metabolize Quercetin Like Mammalian Cells
.
Braz. J. Microbiol.
,
39
:
405
408
4.
Dewi
,
R. T.
,
Fitria
,
I.
,
Minarti
,
Sundowo
, A.,
Nuriyah
,
L.
,
Fajriah
,
S.
,
Darmawan
,
A.
(
2018
).
Screening of Potential Filamentous Fungi Aspergillus sp for Biotransformation of Quercetin
.
4th International Symposium on Applied Chemistry
(hal. 020017-1–020017-8).
AIP Publishing
.
5.
Endharti
,
A.
,
Wulandari
,
A.
,
Listyana
,
A.
,
Norahmawati
,
E.
, &
Permana
,
S.
(
2016
).
Dendrophthoe pentandra (L.) Miq extract effectively inhibits inflammation, proliferation and induces p53 expression on colitis-associated colon cancer
.
BMC complementary and alternative medicine
,
I
(
I
),
374
.
6.
Erlund
,
I.
(
2004
).
Review of the flavonoids quercetin, hesperetin, and naringenin. Dietary sources, bioactivities, bioavailability, and epidemiology
.
Nutrition Research
,
24
,
851
874
.
7.
Gu
,
Q.
,
Duan
,
G.
, &
Yu
,
X.
(
2019
).
Bioconversion of flavonoid gylcosides from
Hippophae rhamnoides leaves into flavonoid aglycones by Eurotium amstelodami. Microorganisms
,
7
(
122
):
13
pages.
8.
Haddad
,
A.
,
Venkateswaran
,
V.
,
Viswanathan
,
L.
,
Teahan
,
S.
,
Fleshner
,
N.
, &
Klotz
,
L.
(
2006
).
Novel antiproliferative flavonoids induce cell cycle arrest in human prostate cancer cell lines
.
Prostate Cancer and Prostatic Diseases
,
9
,
68
76
.
9.
Ishihara
K
, K., &
Nakajima
,
N.
(
2003
).
Structural aspects of acylated plant pigments: stabilization of flavonoid glucosides and interpretation of their function
.
Journal of Molecular Catalysis B: Enzymatic
,
23
,
411
417
.
10.
Jan
,
A.
,
Kamli
,
M.
,
Murtaza
,
I.
,
Singh
,
J.
,
Ali
,
A.
, &
Haq
,
Q.
(
2010
).
Dietary flavonoid quercetin and associated health benefits: an overview
.
Food Reviews International
,
5
,
172
188
.
11.
Marvibaigi
,
M.
,
Supriyanto
,
E.
,
Amini
,
N.
,
Majid
,
F.A. A.
, &
Jaganathan
,
S.K.
(
2014
).
Preclinical and Clinical Effects of Mistletoe against Breast Cancer
.
BioMed Research Internationl
,
2014
:
785479
, 15 pages.
12.
Prasad
,
G. S.
,
Rao
,
K. N.
,
Preethi
,
R.
,
Girisham
,
S.
, &
Reddy
,
S.M.
(
2011
).
Biotransformation of Meloxicam by Cunninghamella blakesleeana: Significance of Carbon and Nitrogen Source
.
Indian J Microbiol
,
51
(
1
):
82
87
.
13.
Soundararajan
,
R
 et al. (
2008
).
Quercetin 3-glucoside protects neuroblastoma (SH-SY5Y) cells in vitro against oxidative damage by inducing sterol regulatory element-binding protein-2-mediated-cholesterol biosynthetis
.
Journal of Biological Chemistry
,
283
,
2231
2245
.
14.
Tommasini
,
S.
,
Raneri
D
, D.,
Ficarra
,
R.
,
Calabrò
M
, M.,
Stancanelli
,
R.
, &
Ficarra
,
P.
(
2004
).
Improvement in solubility and dissolution rate of flavonoids by complexation with β-cyclodextrin
.
Journal of Pharmaceutical and Biomedical Analysis
,
35
,
379
387
.
15.
Xu
,
J.Q.
,
Fan
,
N.
,
Yu
,
B.Y.
,
Wang
,
Q.Q.
, &
Zhang
,
J.
(
2017
).
Biotransformation of quercetin by Gliocladium deliquescens NRRL 1086
.
Chin J Nat Med
,
15
(
8
):
615
624
.
16.
Yee
,
L.S.
,
Fauzi
,
N.F.M.
,
Najihah
,
N.N.
,
Daud
,
N.M.
,
Sulain
,
M.D.
(
2017
)
Study of Dendrophthoe Pentandra Ethyl Acetate Extract as Potential Anticancer
.
J Anal Pharm Res
,
6
(
1
):
00167
.
17.
Zamani
,
A.
,
Mat Jusoh
,
S. A.
,
Al-Jamal
,
H.A.N.
,
Sul’ain
,
M. D.
,
Johan
,
M.F.
(
2016
).
Anti-Proliferative Effects of Dendrophthoe pentandra Methanol Extract on BCR/ABL-Positive and Imatinib-Resistant Leukemia Cell Lines
.
APJCP
,
17
(
11
),
4857
4861
.
This content is only available via PDF.
You do not currently have access to this content.