Two new diterpenoids from Plectranthus species

Simões, M. Fátima; Rijo, Patrícia; Duarte, Aida; Barbosa, Diana Marcela Escandón; Matias, Diogo; Delgado, Joana; Cirilo, Nádia; Rodrı́guez, Benjamı́n

doi:10.1016/j.phytol.2010.08.002

Cited by 23 publications

(12 citation statements)

References 29 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Ten natural diterpenoids were isolated as previously described. Seven abietanes, 7α-acetoxy-6β-hydroxyroyleanone (1), 6,7-dehydroroyleanone (9), sugiol (10), coleon U (11), parvifloron D (12), (13S, 15S)-6β,7α,12α,19-tetrahydroxy-13β,16-cyclo-8-abietene-11,14-dione (13), ent-7α-acetoxy-15-beyeren-18-oic acid (15) [17,29,30], one halimane, (11R)-acetoxyhalima-5,13(E)dien-15-oic acid (16) [31], two labdanes, 1,6-di-O-acetyl-9-deoxyforskolin (19), and a mixture (1 : 1) of 1,6-di-O-acetylforskolin and 1,6-di-O-acetyl-9-deoxyforskolin (20) [32] (27) [20] were isolated from Aeollanthus rydingianus.…”

Section: Natural and Semisynthetic Diterpenoidsmentioning

confidence: 99%

Antiparasitic Activity of Diterpenoids Against Trypanosoma cruzi

et al. 2016

Self Cite

View full text Add to dashboard Cite

Twenty-seven diterpenes, including abietanes, labdanes, abeoabietanes, halimanes, and pimaranes, have been evaluated against epimastigote and intracellular amastigote forms of and also against LC5 and NCTC cell lines. Royleanones (, and ) and a further abietane (), obtained by purification of spp. extracts, were the most active compounds on epimastigotes, showing IC values similar (1.73 µg/mL, ) or even lower (0.39, 0.99, and 1.20 µg/mL,, and respectively) than the positive control nifurtimox (2.3 µg/mL). On intracellular amastigotes, abietanes, and showed a significant activity with IC values of 0.83, < 0.31, and 0.62 µg/mL, respectively, but were less potent than the positive control nifurtimox (IC < 0.16 µg/mL). Compounds , and were not cytotoxic to LC5 and NCTC 929 cells at 1 µg/mL.

show abstract

Section: Natural and Semisynthetic Diterpenoidsmentioning

confidence: 99%

Antiparasitic Activity of Diterpenoids Against Trypanosoma cruzi

et al. 2016

Self Cite

View full text Add to dashboard Cite

show abstract

“…Winter is a highly aromatic plant endemic from the Limpopo province in South Africa, described for the first time in 2004 [21], and its potential medicinal properties are poorly understood. This plant has been briefly studied by our group and a new diterpene with a cycloabietane substructure, (13 S ,15 S )-6β,7α,12α,19-tetrahydroxy-13β,16-cyclo-8-abietene-11,14-dione, was obtained from the acetone extract [22], which showed antibacterial activity (62.5 < minimum inhibitory concentration (MIC) < 125 μg/mL) against Gram-positive microorganisms [22]. The microwave aqueous extract was analyzed by high-performance liquid chromatography (HPLC) and small yields of the polyphenols 1 and 3 (Figure 1) were detected, which contributed to the medium antioxidant activity of this extract [23].…”

Section: Introductionmentioning

confidence: 99%

Comparison Study of Different Extracts of Plectranthus madagascariensis, P. neochilus and the Rare P. porcatus (Lamiaceae): Chemical Characterization, Antioxidant, Antimicrobial and Cytotoxic Activities

et al. 2019

Self Cite

View full text Add to dashboard Cite

Medicinal plants of the Plectranthus genus (Lamiaceae) are known for their ethnopharmacological relevance, mainly against infectious, dermatologic and gastrointestinal pathologies. Three Plectranthus species originated from South Africa, namely P. madagascariensis, P. neochilus and the rare P. porcatus were hereby screened for their antimicrobial and cytotoxic activities related with their known and/or potential ethnomedicinal uses. Twenty-six extracts were prepared by the combination of extraction methods (infusion, decoction, microwave-assisted, ultrasound-assisted, maceration and supercritical fluid extraction) with different polarity solvents (water, methanol, acetone and supercritical CO2). The comparison study of these extracts was elucidated through the corresponding chemical characterization and cytotoxic activity data. Therefore, the acetone extract from P. madagascariensis prepared by ultrasound extraction method revealed potent antibacterial activity against Gram-positive bacteria (1.95 < minimum inhibitory concentration (MIC) < 7.81 μg/mL), including a methicillin-resistant Staphylococcus aureus (MRSA) strain. Additionally, acetone extracts from both P. madagascariensis and P. neochilus exhibited relevant antibacterial activity against Gram-negative Klebsiella pneumonia (0.48 < MIC < 3.91 μg/mL), validating the traditional uses of such plants as anti-infectious agents. All methanolic extracts showed potent antioxidant effects at 100 μg/mL measured as their radical scavenging activity (60.8–89.0%) in the 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay. The P. madagascariensis extract obtained by maceration in acetone showed moderate cytotoxic effects in the MDA-MB-231 cell line (triple negative human breast carcinoma). The extract concentration that caused a 50% inhibition in cell viability (IC50) was 64.52 μg/mL. All extracts in this comparative study were profiled by high-performance liquid chromatography-HPLC with a diode-array detector-DAD (HPLC-DAD) and the main known bioactive components were identified in each extract, which included polyphenols (caffeic 1, chlorogenic 2 and rosmarinic 3 acids), abietane diterpenes (7α-acetoxy-6β-hydroxyroyleanone 4 and coleon U 5) and flavone glycosides (rutin 6 and naringin 7).

show abstract

“…Although Plectranthus species are being recognized for their ornamental value and cultivated for their attractive foliage [ 2 ], some are also known for their use in traditional medicinal practice [ 3 ] and for their economic value, as they are rich in essential oils, having applications in cosmetics and pharmaceutical products [ 4 ]. Plectranthus species produce the abietane-type diterpenoids as common secondary metabolites with reported antibacterial [ 5 , 6 , 7 ], antitumoral [ 6 , 7 ], antifungal [ 8 ], insecticidal [ 9 ], and antiplasmodial [ 7 ] activities.…”

Section: Introductionmentioning

confidence: 99%

Antimicrobial Abietane-Type Diterpenoids from Plectranthus punctatus

2017

View full text Add to dashboard Cite

Four new para-benzoquinone containing abietane-type diterpenoids (1–4) along with thirteen known diterpenoids (5–17) were isolated from the roots of Plectranthus punctatus. The structures of the compounds were established by detailed spectroscopic analyses and comparison with literature data. The compounds were tested for their antibacterial and cytotoxic activity and showed significant inhibitory activity against all bacterial strains used, with compounds 6, 8, 10, and 11 showing an inhibition zone for Staphylococcus warneri even greater than the reference drug, gentamycin.

show abstract

Two new diterpenoids from Plectranthus species

Cited by 23 publications

References 29 publications

Antiparasitic Activity of Diterpenoids Against Trypanosoma cruzi

Antiparasitic Activity of Diterpenoids Against Trypanosoma cruzi

Comparison Study of Different Extracts of Plectranthus madagascariensis, P. neochilus and the Rare P. porcatus (Lamiaceae): Chemical Characterization, Antioxidant, Antimicrobial and Cytotoxic Activities

Antimicrobial Abietane-Type Diterpenoids from Plectranthus punctatus

Contact Info

Product

Resources

About