4-Benzyloxylonchocarpin and muracatanes A-C from Ranunculus muricatus L. and their biological effects
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4-Benzyloxylonchocarpin and muracatanes A-C from Ranunculus muricatus L. and their biological effects. / Hussain, Hidayat; Ali, Iftikhar; Wang, Daijie; Mamadalieva, Nilufar Z.; Hussain, Wahid; Csuk, René; Loesche, Anne; Fischer, Lucie; Stærk, Dan; Anam, Syariful; AlZain, Mashail N.; Mushtaq, Maria; Ul-Haq, Zaheer; Ullah, Riaz; Noman, Omar M.; Abbas, Ghulam; Green, Ivan R.
I: Biomolecules, Bind 10, Nr. 11, 1562, 2020.Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt
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T1 - 4-Benzyloxylonchocarpin and muracatanes A-C from Ranunculus muricatus L. and their biological effects
AU - Hussain, Hidayat
AU - Ali, Iftikhar
AU - Wang, Daijie
AU - Mamadalieva, Nilufar Z.
AU - Hussain, Wahid
AU - Csuk, René
AU - Loesche, Anne
AU - Fischer, Lucie
AU - Stærk, Dan
AU - Anam, Syariful
AU - AlZain, Mashail N.
AU - Mushtaq, Maria
AU - Ul-Haq, Zaheer
AU - Ullah, Riaz
AU - Noman, Omar M.
AU - Abbas, Ghulam
AU - Green, Ivan R.
PY - 2020
Y1 - 2020
N2 - Ranunculus muricatus L. is a spiny fruit buttercup that is used in various traditional medicinal systems. In the current investigation of R. muricatus, the new chalcone 4-benzyloxylonchocarpin (1), the new anthraquinone muracatanes A (2), the new-to-nature anthraquinone muracatanes B (3), and thenew naphthalene analog muracatanes C (4) were isolated, in addition to the three previously reportedcompounds, 4-methoxylonchocarpin (5), β-sitosterol (6), and β-sitosterol β-D-glucopyranoside (7). Their structures were elucidated using 1D (1H and 13C) and 2D (COSY, HSQC, and HMBC) NMRspectroscopy and HR-ESI-MS. Chalcone 1 showed potent acetylcholinesterase inhibitory effects withKi of 5.39 μM and Ki' of 3.54 μM, but none of the isolated compounds showed inhibitory activitytowards butyrylcholinesterase. Anthraquinone 3 illustrated α-glucosidase inhibitory effects withIC50-values of 164.46 ± 83.04 μM. Compound 5 displayed moderate cytotoxic activity towards ovarian carcinoma (A2780, IC50 = 25.4 μM), colorectal adenocarcinoma (HT29, IC50 = 20.2 μM), breast cancer (MCF7, IC50 = 23.7 μM), and thyroid carcinoma (SW1736, IC50 = 26.2 μM) while it was inactive towards pharynx carcinoma (FaDu: IC50 > 30 μM).
AB - Ranunculus muricatus L. is a spiny fruit buttercup that is used in various traditional medicinal systems. In the current investigation of R. muricatus, the new chalcone 4-benzyloxylonchocarpin (1), the new anthraquinone muracatanes A (2), the new-to-nature anthraquinone muracatanes B (3), and thenew naphthalene analog muracatanes C (4) were isolated, in addition to the three previously reportedcompounds, 4-methoxylonchocarpin (5), β-sitosterol (6), and β-sitosterol β-D-glucopyranoside (7). Their structures were elucidated using 1D (1H and 13C) and 2D (COSY, HSQC, and HMBC) NMRspectroscopy and HR-ESI-MS. Chalcone 1 showed potent acetylcholinesterase inhibitory effects withKi of 5.39 μM and Ki' of 3.54 μM, but none of the isolated compounds showed inhibitory activitytowards butyrylcholinesterase. Anthraquinone 3 illustrated α-glucosidase inhibitory effects withIC50-values of 164.46 ± 83.04 μM. Compound 5 displayed moderate cytotoxic activity towards ovarian carcinoma (A2780, IC50 = 25.4 μM), colorectal adenocarcinoma (HT29, IC50 = 20.2 μM), breast cancer (MCF7, IC50 = 23.7 μM), and thyroid carcinoma (SW1736, IC50 = 26.2 μM) while it was inactive towards pharynx carcinoma (FaDu: IC50 > 30 μM).
U2 - 10.3390/biom10111562
DO - 10.3390/biom10111562
M3 - Journal article
C2 - 33212893
VL - 10
JO - Biomolecules
JF - Biomolecules
SN - 2218-273X
IS - 11
M1 - 1562
ER -
ID: 251411410