TY - JOUR
T1 - The Inhibition of 15-Lipoxygenase by Blechnum orientale Leaves and its Glycoside-flavonoid Isolates
T2 - In Vitro and In Silico Studies
AU - Rissyelly,
AU - Aziz, Syaikhul
AU - Sangande, Frangky
AU - Yodha, Agung Wibawa Mahatva
AU - Budipramana, Krisyanti
AU - Elfahmi,
AU - Sukrasno,
N1 - Funding Information:
This study was supported by Indonesia Endowment Fund for Education (LPDP).
Publisher Copyright:
© 2022, Bogor Agricultural University. All rights reserved.
PY - 2022/3/11
Y1 - 2022/3/11
N2 - Fern is one of the groups of primitive plants rich in secondary metabolites that are commonly used to treat various diseases, including antioxidant, anti-hyaluronidase, anti-inflammation, and respiratory disease but less investigated. Flavonoid is one of the secondary metabolites abundantly present in ferns. This study aims to isolate major compounds found in Blechnum orientale act as 15-lipoxygenase (15-LOX) inhibitors. Inhibition of lipoxygenase decrease the production of leukotriene that induces bronchoconstriction in asthma. Isoquercitrin (Quercetin-3-O-β-glucopyranoside) and trifolin (kaempferol-3-O-β-D-galactoside) have been successfully isolated from Blechnum orientale. Further in silico study was performed to explain the binding mode between flavonoid pyranoside or galactoside and flavonoid aglycone in the 15-LOX cavity and their amino acid residues interaction. Isoquercitrin binds with Ile663, Ile400, Leu408, Leu597, Ala404, and Arg403 in the 15-LOX cavity as a lipoxygenase inhibitor. Trifolin binds the same amino acids as isoquercetin with addition His366, Gln596, and Phe175. Both isoquercitrin and trifolin act as competitive inhibitors against lipoxygenase enzymes.
AB - Fern is one of the groups of primitive plants rich in secondary metabolites that are commonly used to treat various diseases, including antioxidant, anti-hyaluronidase, anti-inflammation, and respiratory disease but less investigated. Flavonoid is one of the secondary metabolites abundantly present in ferns. This study aims to isolate major compounds found in Blechnum orientale act as 15-lipoxygenase (15-LOX) inhibitors. Inhibition of lipoxygenase decrease the production of leukotriene that induces bronchoconstriction in asthma. Isoquercitrin (Quercetin-3-O-β-glucopyranoside) and trifolin (kaempferol-3-O-β-D-galactoside) have been successfully isolated from Blechnum orientale. Further in silico study was performed to explain the binding mode between flavonoid pyranoside or galactoside and flavonoid aglycone in the 15-LOX cavity and their amino acid residues interaction. Isoquercitrin binds with Ile663, Ile400, Leu408, Leu597, Ala404, and Arg403 in the 15-LOX cavity as a lipoxygenase inhibitor. Trifolin binds the same amino acids as isoquercetin with addition His366, Gln596, and Phe175. Both isoquercitrin and trifolin act as competitive inhibitors against lipoxygenase enzymes.
KW - Fern
KW - Flavonoid
KW - In silico
KW - Isoquercitrin
KW - Kaempferol
KW - Lipoxygenase
UR - http://www.scopus.com/inward/record.url?scp=85128367487&partnerID=8YFLogxK
U2 - 10.4308/hjb.29.3.353-359
DO - 10.4308/hjb.29.3.353-359
M3 - Article
AN - SCOPUS:85128367487
SN - 1978-3019
VL - 29
SP - 353
EP - 359
JO - HAYATI Journal of Biosciences
JF - HAYATI Journal of Biosciences
IS - 3
ER -