Antiangiogenic activity and cytotoxicity of triterpenoids and homoisoflavonoids from 'Massonia pustulata' and 'Massonia bifolia'

Schwikkard, Sianne, Whitemore, Hannah, Corson, Timothy, Sishtla, Kamakshi, Langat, Moses K., Carew, Mark and Mulholland, Dulcie A. (2018) Antiangiogenic activity and cytotoxicity of triterpenoids and homoisoflavonoids from 'Massonia pustulata' and 'Massonia bifolia'. Planta Medica, 84, pp. 638-644. ISSN (print) 0032-0943

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Abstract

The Hyacinthaceae family (sensu APGII) with approximately 900 species in around 70 genera, plays a significant role in traditional medicine in Africa as well as across Europe and the Middle and Far East. The dichloromethane extract of the bulbs of Massonia pustulata (Hyacinthaceae sensu APGII) yielded two known homoisoflavonoids, (R)-5-hydroxy-3-(4-hydroxybenzyl)-7-methoxy-4-chromanone 1 and 5-hydroxy-3-(4-hydroxybenzyl)-7-methoxy-4-chromone 2 and four spirocyclic nortriterpenoids, eucosterol 3, 28-hydroxyeucosterol 4 and two previously unreported triterpenoid derivatives, (17S,23S)-17α,23-epoxy-3β,22β,29-trihydroxylanost-8-en-27,23-olide 5 and (17S, 23S)-17α,23-epoxy-28,29-dihydroxylanost-8-en-3-on-27,23-olide 6. Compounds 1, 2, 3, and 5 were assessed for cytotoxicity against CaCo-2 cells using a neutral red uptake assay. Compounds 1, 2 and 5 reduced cell viability by 70% at concentrations of 30, 100 and 100 μM respectively. Massonia bifolia yielded three known homoisoflavonoids, (R)-(4’-hydroxy)-5-hydroxy-7-methoxy-4-chromanone 1, (R)-(4’-hydroxy)-5,7-dihydroxy-4-chromanone 7 and (R)-(3’-hydroxy-4’-methoxy)-5,7-dihydroxy-4-chromanone 9, two previously unreported homoisoflavonoids, (E)-3-benzylidene-(3’,4’-dihydroxy)-5-hydroxy-7-methoxy-4-chromanone 8 and (R)-(3’,4’-dihydroxy)-5-hydroxy-7-methoxy-4-chromanone 10, and a spirocyclic nortriterpenoid, 15-deoxoeucosterol 11. Compounds 1, 1Ac, 7, 8, 9 and 10 were screened for antiangiogenic activity against human retinal microvascular endothelial cells. Some compounds showed dose-dependent antiproliferative activity and blocked endothelial tube formation, suggestive of antiangiogenic activity.

Item Type: Article
Research Area: Chemistry
Faculty, School or Research Centre: Faculty of Science, Engineering and Computing > School of Life Sciences, Pharmacy and Chemistry
Faculty of Science, Engineering and Computing
Depositing User: Sianne Schwikkard
Date Deposited: 21 Jun 2018 15:51
Last Modified: 17 Jul 2019 13:22
DOI: https://doi.org/10.1055/a-0577-5322
URI: http://eprints.kingston.ac.uk/id/eprint/41257

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