Synthetic derivatives of aromatic abietane diterpenoids and their biological activities

González, Miguel A.

doi:10.1016/j.ejmech.2014.10.023

Cited by 81 publications

(39 citation statements)

References 76 publications

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“…Resin is a mixture of resin acids mainly composed of abietic acid, palustric, neoabietic acid, and the dehydroabietic acid, as well as some non-abietane diterpenoid, such as acid and isopimarik pimarik (Gonzalez, 2014). Studies on was the most potent as antioxidant compare with the other sample.…”

Section: Resultsmentioning

confidence: 99%

Antimicrobial and Antioxidant Activities of Resins and Essential Oil From Pine (Pinus merkusii, Pinuso ocarpa, Pinus insularis) and Agathis (Agathis loranthifolia)

2017

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The most common human pathogen that colonizes in a third of healthy people around the world are Staphylococcus aureus, and one of the materials allegedly able to overcome the pathogen is resin. Resin has been used in folk medicine for thousands of years to treat diseases. The antimicrobial activity of natural resins can be associated with a variety of organic compounds contained in them such as diterpenoids and triterpenoids. This research aimed to explore the antibacterial and antioxidant activities of Pinus merkusii, P. oocarpa, P. insularis, Agathis loranthifolia resins and essential oil. Resin was separated by distillation process to get essential oil and the residue was extracted using n-hexane, ethyl acetate (EtOAc), and methanol (MeOH). Antioxidant activity was performed by DPPH (1,1diphenyl-2-picryl hydrazyl) radical scavenging method. The antibacterial activity of resins and essential oil of the samples determined using the disc diffusion method against Staphylococcus aureus and Escherichia coli. The results showed that the yield of resin extract was ranging from 8.44 % to 95.56%. All extracts and essential oil could not inhibit E coli growth but inhibit the S. aureus growth. This experiment concluded that resin n-hexane extract from P.oocarpa was the most potent as antibacterial activity against S. aureus. All of the samples used had less potential antioxidant activity compared to positive control ascorbic acid. Result of this study show that pine resin from Indonesia is potential as an antibacterial agent.

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Section: Resultsmentioning

confidence: 99%

Antimicrobial and Antioxidant Activities of Resins and Essential Oil From Pine (Pinus merkusii, Pinuso ocarpa, Pinus insularis) and Agathis (Agathis loranthifolia)

2017

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“…The abietane-type and related diterpenoids are a class of naturally occurring terpenoids in the plant kingdom, which have demonstrated a wide range of biological activities against cancer and a variety of infectious diseases (viral and bacterial) [2]. Several research groups have explored the potential as chemotherapeutic agents of abietanes by means of semisynthetic derivatives from abietic acid (1a)-derived materials such as dehydroabietic acid (2a, DHA) and dehydroabietylamine (3), also called leelamine (▶Fig. 1) [3].…”

Section: Introductionmentioning

confidence: 99%

Antiproliferative Activity and Effect on GABAA Receptors of Callitrisic Acid Derivatives

Stadler

Padrón

González-Cardenete

2017

PMIO

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The semisynthesis and biological activity of the naturally occurring abietane diterpenoids callitrisic acid (4a; 4-epidehydroabietic acid) and callitrisinol (6) are reported. These compounds and jiadifenoic acid C (5) were obtained from methyl callitrisate (4b) isolated from Sandarac resin for biological evaluation and comparison with the biological activities of C4 epimers such as dehydroabietic acid (2a). In particular, the antiproliferative activity against a panel of six representative human solid tumor cell lines (A549, HBL-100, HeLa, SW1573, T-47D, WiDr) and the effect on GABAA receptors (α 1 β 2 γ 2s) were evaluated. The GI50 values were in the range of 3.4–61 µM and the potentiation of IGABA was 269–311% at 100 µM. Callitrisinol (6) was found to be 6.7-fold more potent than the reference etoposide in the WiDr (colon) cancer cell line. The role of the stereogenic center at C4 for antiproliferative and GABAA receptor modulating activities in the dehydroabietane scaffold has thus been revealed.

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“…As their name indicates, they can be found as main chemical components in tree resins and are therefore highly abundant commodities. (2) and naturally occurring C-19 DHAA analogue Pinusoic Acid A (3). Indeed, derivatization of these natural products and biological evaluation of the generated compounds has been a topic of interest over the last decades.…”

Section: Introductionmentioning

confidence: 99%

“…In prior studies, DHAA was shown to have antimicrobial, antiinflammatory or anti-cancer activity [2]. Derivatization of DHAA has been previously shown to generate a vast range of biological activities [3]. Nevertheless, besides the obvious modification of the carboxylic acid functionality, most modifications of the lipophilic skeleton have been carried out on the eastern hemisphere -i.e.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and antimicrobial evaluation of novel analogues of dehydroabietic acid prepared by C H-Activation

Berger

Roller

Maulide

2017

European Journal of Medicinal Chemistry

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Synthetic derivatives of aromatic abietane diterpenoids and their biological activities

Cited by 81 publications

References 76 publications

Antimicrobial and Antioxidant Activities of Resins and Essential Oil From Pine (Pinus merkusii, Pinuso ocarpa, Pinus insularis) and Agathis (Agathis loranthifolia)

Antimicrobial and Antioxidant Activities of Resins and Essential Oil From Pine (Pinus merkusii, Pinuso ocarpa, Pinus insularis) and Agathis (Agathis loranthifolia)

Antiproliferative Activity and Effect on GABAA Receptors of Callitrisic Acid Derivatives

Synthesis and antimicrobial evaluation of novel analogues of dehydroabietic acid prepared by C H-Activation

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