Cited by 399Natural product bioactivities and synthesisMedicinal Plants and NeuroprotectionPhytochemical Studies and Bioactivities

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Pentacyclic Triterpenoids from the Medicinal Herb, Centella asiatica (L.) Urban

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James, Jacinda T., Dubery, Ian A.·2009·Molecules

DOI 10.3390/molecules14103922PMC PMC6255425

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Abstract

Centella asiatica accumulates large quantities of pentacyclic triterpenoid saponins, collectively known as centelloids. These terpenoids include asiaticoside, centelloside, madecassoside, brahmoside, brahminoside, thankuniside, sceffoleoside, centellose, asiatic-, brahmic-, centellic- and madecassic acids. The triterpene saponins are common secondary plant metabolites and are synthesized via the isoprenoid pathway to produce a hydrophobic triterpenoid structure (aglycone) containing a hydrophilic sugar chain (glycone). The biological activity of saponins has been attributed to these characteristics. In planta, the Centella triterpenoids can be regarded as phytoanticipins due to their antimicrobial activities and protective role against attempted pathogen infections. Preparations of C. asiatica are used in traditional and alternative medicine due to the wide spectrum of pharmacological activities associated with these secondary metabolites. Here, the biosynthesis of the centelloid triterpenoids is reviewed; the range of metabolites found in C. asiatica, together with their known biological activities and the chemotype variation in the production of these metabolites due to growth conditions are summarized. These plant-derived pharmacologically active compounds have complex structures, making chemical synthesis an economically uncompetitive option. Production of secondary metabolites by cultured cells provides a particularly important benefit to manipulate and improve the production of desired compounds; thus biotechnological approaches to increase the concentrations of the metabolites are discussed.

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Authors: James, J. T., & Dubery, I. A.
Affiliations: University of Johannesburg (ZA)
Corresponding author: Dubery, Ian A.
ORCID: James, Jacinda T.
Dubery, Ian A.
Venue: Molecules
Publisher: MDPI AG
Published: 2009-10-09
Volume: 14
Issue: 10
Pages: 3922-3941
ISSN: 1420-3049 (ISSN-L)
DOI: 10.3390/molecules14103922
PMC: PMC6255425
OpenAlex: W2124211842
Cited by: 399
References: 77
Citations by year: 2026: 24 · 2025: 44 · 2024: 30 · 2023: 34 · 2022: 29 · 2021: 38 · 2020: 25 · 2019: 26 · 2018: 21 · 2017: 26 · 2016: 23 · 2015: 15 · 2014: 19 · 2013: 20 · 2012: 13
FWCI: 0.64
Type: journal article
Language: en
Open access: gold
doi.org
Licence: cc-by
creativecommons.org/licenses/by/3.0/ (vor)
Locations: Molecules (publishedVersion, cc-by)
Europe PMC (PubMed Central) (publishedVersion, other-oa)
PubMed Central (publishedVersion, cc-by)
PubMed (publishedVersion)
DOAJ (DOAJ: Directory of Open Access Journals) (submittedVersion)
Topics: Physical Sciences › Chemistry › Organic Chemistry › Natural product bioactivities and synthesis
Health Sciences › Medicine › Complementary and alternative medicine › Medicinal Plants and Neuroprotection
Physical Sciences › Chemistry › Organic Chemistry › Phytochemical Studies and Bioactivities
Keywords: Centella asiatica, pentacyclic triterpenes, triterpenoid saponins, asiaticoside, madecassoside, triterpenoid biosynthesis, isoprenoid pathway, antimicrobial activity, phytoanticipins, secondary metabolites, cell culture production, biotechnological production, traditional medicine
MeSH terms: Humans, Plants, Medicinal, Saponins, Triterpenes, Centella

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Pentacyclic Triterpenoids from the Medicinal Herb, Centella asiatica (L.) Urban

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