Biosynthesis, characterization and antiproliferative activity of green synthesized gold nanoparticles using Lantadene A extracted from Lantana camara

Gold nanoparticles (AuNPs) have been widely used in many applications. Their usage as drug delivery vehicles has also gained considerable attention due to their chemical and optical properties as well as their good biocompatibility. The present study was conducted to evaluate the efficiency of AuNPs in enhancing the cytotoxic and apoptotic induction activity of lantadene A (LA), separated from Lantana camara leaves, on the breast tumor cell line MCF-7 in vitro. By utilizing plant-mediated synthesis method of nanostructures, LA-loaded AuNPs (LA-AuNPs) were prepared and their formation was confirmed by means of ultraviolet–visible spectroscope, atomic force microscope, scanning electron microscope, and zeta potential. The cytotoxic effect of LA-AuNPs was analyzed using a methylthiazol tetrazolium assay and compared to free AuNPs and LA. The results indicated a significant increase in the reduction of MCF-7 cells viability after incubation with LA-AuNPs. As determined by terminal deoxynucleotidyl transferase dUTP nick end labeling (TUNEL) assay, LA-AuNPs induced a greater ratio of DNA-fragmented cells compared to LA-treated and untreated cells. Also, by operating real-time polymerase chain reaction, LA-AuNPs-treated cells displayed an increased upregulation of p53 expression and downregulation of BCL-2 expression in addition to a significant reduction in the level of BCL-2-BAX ratio. No significant effect was shown on the expression of BAX. Collectively, our results indicate that LA-AuNPs showed promising cytotoxicity to MCF-7 cells as a novel nanoscale preparation, likely via induction of apoptotic genes and stimulation of DNA fragmentation.

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Phytoconstituents of Lantana camara L.: Rekindling Hope in the Cancer Treatment

Current Bioactive Compounds ◽

10.2174/1573407218666211231123626 ◽

2021 ◽

Vol 18 ◽

Author(s):

Ishita Kathuria ◽

Mit Joshi ◽

Bhoomika M. Patel ◽

Mahaveer Dhobi

Keyword(s):

Lantana Camara ◽

In Vivo Studies ◽

The North ◽

Proliferative Effect ◽

Tropical America ◽

Oleanonic Acid ◽

Southern Georgia ◽

Lantadene A

Background: Lantana camara L. belongs to the family Verbenaceae. It originated in Tropical America in Southern Georgia and to the North of Texas and was introduced in Calcutta, India in the year 1809 as an ornamental hedge. The plant L. Camara is also distributed in Southeast Asia, China, Australia, Brazil, West Indies, Kenya, Mexico, East Africa, Tanzania. Many of its phytoconstituents possess medicinal properties which are used traditionally to treat fever, uterine hemorrhage, and excess menstrual discharge, chronic ulcers, rheumatism, gonorrhea, toothache, gastrointestinal pain, etc, and has been used in Brazil for curing malaria, mange, headaches, colds, and fevers. Objectives: The review elaborates traditional practices, phytochemistry of Lantana camara L. along with the role of Lantana camara in various types of cancers. Method: The data on L. camara was collected through different online databases like Web of Science, PubMed, Science Direct, Springer, and Google Scholar. Results: Major phytoconstituents isolated from the plant shows anticancer activity specially lantadene A-D, icterogenin, oleanolic acid, lantacamaric acid A, B, oleanonic acid, etc. In vitro and in vivo studies demonstrate its potential for various cancers. Certain extracts, isolated compounds, and their semi-synthetic derivatives have depicted a significant cytotoxic and anti-proliferative effect. Conclusion: Clinical studies are not yet established, therefore, making it crucial to direct future researches in that area.

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ChemInform Abstract: Structure of Lantadene A, the Major Triterpenoid of Lantana Camara, Red Variety.

ChemInform ◽

10.1002/chin.199129253 ◽

2010 ◽

Vol 22 (29) ◽

pp. no-no

Author(s):

V. PATTABHI ◽

N. SUKUMAR ◽

O. P. SHARMA

Keyword(s):

Lantana Camara ◽

Abstract Structure ◽

Red Variety ◽

Lantadene A

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22b-[(S)-2-Methylbutanoyloxy]-3-oxoolean-12-en-28-oic acid, a new constituent of Lantana camara

Australian Journal of Chemistry ◽

10.1071/ch9831895 ◽

1983 ◽

Vol 36 (9) ◽

pp. 1895 ◽

Cited By ~ 16

Author(s):

SR Johns ◽

JA Lamberton ◽

TC Morton ◽

H Suares ◽

RI Willing

Keyword(s):

Catalytic Hydrogenation ◽

Lantana Camara ◽

Lantadene A ◽

Natural Ester

22β-[(S)-2-Methylbutanoyloxy]-3-oxoolean-12-en-28-oic acid, a new constituent of Lantanu camara L. is closely related to lantadene A and lantadene B. Although hydrolysis gives 2-methylbutanoic acid as a partial racemate, it has been shown by n.m.r. spectroscopy that the natural ester is theoptically pure (S)-isomer. Catalytic hydrogenation of lantadene A gives a mixture of diastereoisomeric esters in which the (S)-2-methylbutanoate predominates, and a 1 : 1 mixture of the (R)- and(S)-esters was obtained by esterification with (RS)-2-methylbutanoyl chloride of 22β-hydroxy-3-oxoolean-12-en-28-oic acid protected as the diphenylmethyl ester.

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Labia and Lingua Histopathology of Bali Cow (Bos sondaicus) on Hepatogenous Photosensitization Symptoms in Pakutatan Village, Jembrana, Bali

Advances in Tropical Biodiversity and Environmental Sciences ◽

10.24843/atbes.2018.v02.i02.p04 ◽

2018 ◽

Vol 2 (2) ◽

pp. 31

Author(s):

Kadek Mardika ◽

Iriani Setyawati ◽

Dwi Ariani Yulihastuti

Keyword(s):

Histopathological Examination ◽

Cell Damage ◽

Lantana Camara ◽

Bacterial Invasion ◽

Average Percentage ◽

Large Numbers ◽

Hematoxylin And Eosin ◽

Lantadene A ◽

One Way Anova ◽

Paraffin Method

Hepatogenous photosensitization is one of the ruminant diseases with symptoms of dermatitis or eczema of the skin accompanied by liver damage. The disease is caused by the compounds of toxic lantadene A and lantadene B which are secondary metabolites of Lantana camara plant. This research was carried out on January 2017. The material used in this study was preserved organs of the labia and lingua of dead three year old cow (Bos sondaicus). Samples were taken from Pakutatan Village, Jembrana, Bali. Identification of organ samples, histological preparation and histopathological examination were conducted at the Disease Investigation Center (DIC) 6, Denpasar, Bali. The preparation of labia and lingua samples used the paraffin method with Hematoxylin and Eosin staining. The tissue structural damages found were necrosis, inflammatory cell infiltration, congestion and tissue bleeding. The data obtained were analyzed statistically by One Way Anova test with a confidence level of 95%. Based on the results, dead Bali cow which consumed a large numbers of Lantana camara plants showed that the highest number of cell damage was at the picnotic stage of cell necrosis (cell death) in the labia organ significantly (P<0.005), while the highest bacterial invasion was found in the labia organ with an average percentage of 12.40%.

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ChemInform Abstract: New Triterpenoids from Lantana camara: Isomerization of the Angeloyl Moiety of Lantadene A During Catalytic Hydrogenation.

ChemInform ◽

10.1002/chin.200040169 ◽

2000 ◽

Vol 31 (40) ◽

pp. no-no

Author(s):

S. B. Mahato ◽

S. Sharma ◽

B. Pramanik ◽

O. P. Sharma

Keyword(s):

Catalytic Hydrogenation ◽

Lantana Camara ◽

Lantadene A

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Filaricidal properties of Lantana camara and Tamarindus indica extracts, and Lantadene A from L. camara against Onchocerca ochengi and Loa loa

PLoS Neglected Tropical Diseases ◽

10.1371/journal.pntd.0006565 ◽

2018 ◽

Vol 12 (6) ◽

pp. e0006565 ◽

Cited By ~ 3

Author(s):

Adela Ngwewondo ◽

Meng Wang ◽

Faustin Pascal T. Manfo ◽

Moses Samje ◽

Jessie N’kam Ganin’s ◽

...

Keyword(s):

Lantana Camara ◽

Tamarindus Indica ◽

Loa Loa ◽

Onchocerca Ochengi ◽

Lantadene A

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New Triterpenes of Lantana camara. A Comparative Study of the Constituents of Several Taxa

Australian Journal of Chemistry ◽

10.1071/ch9760655 ◽

1976 ◽

Vol 29 (3) ◽

pp. 655 ◽

Cited By ~ 57

Author(s):

N Hart ◽

J Lamberton ◽

A Sioumis ◽

H Suares

Keyword(s):

Comparative Study ◽

Major Product ◽

Lantana Camara ◽

Betulonic Acid ◽

Triterpene Acids ◽

Lantadene A ◽

Derivatives Of

The triterpenes of Lantana camara vary widely between taxa. In taxa toxic to livestock 22β-angeloyloxy-3-oxoolean-12-en-28-oic acid (lantadene A) and 22β-dimethylacryloyloxy-3-oxoolean-12-en-28- oic acid (lantadene B) are present, usually as major constituents, although 3-oxolup-20(29)-en-28-oic acid (betulonic acid) predominates in the taxon Helidon White. 22β-Angeloyloxy-3β-hydroxyolean- 12-en-28-oic acid, 22β -dimethylacryloyloxy-3β -hydroxyolean-12-en-28-oic acid and 22β-hydroxy-3-oxoolean-12-en-28-oic acid, not previously known to occur in L. camara, have been isolated as well as a number of other well-known triterpenes. The non-toxic Townsville Prickly Orange contains small amounts of lantadenes A and B, and is the only taxon found to contain 228-angeloyloxy-23- hydroxy-3-oxoo1ean-12-en-28-oic acid (icterogenin). Another constituent is the new triterpene 24-hydroxy-3-oxoolean-12-en-28-oic acid. Common Pink, which is non-toxic and does not contain lantadenes A and B, is characterized by triterpene acids which have a C3, C25 oxide-bridge. It contains lantanolic acid, lantic acid, and a new acid, lantabetulic acid, considered to be 3,25-epoxy- 3a-hydroxylup-20(29)-en-28-oic acid. A mixture of the 22β-angeloyloxy and 22β-dimethylacryloyloxy derivatives of lantanolic acid from Common Pink has been converted into 22P-hydroxylantanolic acid. Wolff-Kishner reduction of 22~-hydroxy-3-oxoolean-12-en-28-oic acid gives a low yield of 22β-hydroxyolean-12-en-28-oic acid, and the major product is the C22-epimer, 22a-hydroxyolean- 12-en-28-oic acid. Corresponding products are obtained from Wolff-Kishner reduction of 22β- hydroxylantanolic acid.

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