Chemical synthesis and antifouling activity of monoterpene–furan hybrid molecules

Takamura, Hiroyoshi; Kinoshita, Y.; Yorisue, Takefumi; Kadota, Isao

doi:10.1039/d2ob02203f

Cited by 7 publications

(3 citation statements)

References 58 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…It was demonstrated that the broad-spectrum AF of this class of versatile compounds was dictated by the balance between hydrophobicity and cationic charge. Takamura, H et al synthesized nine monoterpene–furan hybrid molecules by inspiring the structure of geraniol (a naturally occurring monoterpene) and furan isolated from Mediterranean sponges ( Figure 5 ) [ 31 ]. These monoterpene–furan hybrids inhibited the settlement of the cypris larvae of the barnacle Balanus ( Amphibalanus ) amphitrite with EC 50 values of 1.65–4.70 μg·mL −1 .…”

Section: Compounds From Marine Organismsmentioning

confidence: 99%

See 1 more Smart Citation

Research Progress of Natural Products and Their Derivatives in Marine Antifouling

Zhao,

Wu,

Liu

et al. 2023

Materials

View full text Add to dashboard Cite

With the increasing awareness of environmental protection, it is necessary to develop natural product extracts as antifouling (AF) agents for alternatives to toxic biocides or metal-based AF paints to control biofouling. This paper briefly summarizes the latest developments in the natural product extracts and their derivatives or analogues from marine microorganisms to terrestrial plants as AF agents in the last five years. Moreover, this paper discusses the structures–activity relationship of these AF compounds and expands their AF mechanisms. Inspired by the molecular structure of natural products, some derivatives or analogues of natural product extracts and some novel strategies for improving the AF activity of protective coatings have been proposed as guidance for the development of a new generation of environmentally friendly AF agents.

show abstract

Section: Compounds From Marine Organismsmentioning

confidence: 99%

“… The molecular structures of geraniol, dihydrofurospongin II, euryfuran and monoterpene-furan hybrid molecules [ 31 ]. …”

Section: Figurementioning

confidence: 99%

Research Progress of Natural Products and Their Derivatives in Marine Antifouling

Zhao,

Wu,

Liu

et al. 2023

Materials

View full text Add to dashboard Cite

show abstract

“…Thus, chemical synthesis studies should be expanded to facilitate the production of natural AF agents on larger scales. For instance, laboratory-produced monoterpene-furan geraniol hybrid molecules effectively suppressed cypris larvae of the barnacle Balanus Amphitrite more than the natural parent did [228].…”

Section: Obstacles Facing Commercial Use Of Natural Antifouling Agentsmentioning

confidence: 99%

New Insights on Biological Activities, Chemical Compositions, and Classifications of Marine Actinomycetes Antifouling Agents

Morgan,

Ali,

Alshahrani

et al. 2023

Microorganisms

View full text Add to dashboard Cite

Biofouling is the assemblage of undesirable biological materials and macro-organisms (barnacles, mussels, etc.) on submerged surfaces, which has unfavorable impacts on the economy and maritime environments. Recently, research efforts have focused on isolating natural, eco-friendly antifouling agents to counteract the toxicities of synthetic antifouling agents. Marine actinomycetes produce a multitude of active metabolites, some of which acquire antifouling properties. These antifouling compounds have chemical structures that fall under the terpenoids, polyketides, furanones, and alkaloids chemical groups. These compounds demonstrate eminent antimicrobial vigor associated with antiquorum sensing and antibiofilm potentialities against both Gram-positive and -negative bacteria. They have also constrained larval settlements and the acetylcholinesterase enzyme, suggesting a strong anti-macrofouling activity. Despite their promising in vitro and in vivo biological activities, scaled-up production of natural antifouling agents retrieved from marine actinomycetes remains inapplicable and challenging. This might be attributed to their relatively low yield, the unreliability of in vitro tests, and the need for optimization before scaled-up manufacturing. This review will focus on some of the most recent marine actinomycete-derived antifouling agents, featuring their biological activities and chemical varieties after providing a quick overview of the disadvantages of fouling and commercially available synthetic antifouling agents. It will also offer different prospects of optimizations and analysis to scale up their industrial manufacturing for potential usage as antifouling coatings and antimicrobial and therapeutic agents.

show abstract

Synthesis of thiazolo[3,2-a]pyrimidine molecules, in vitro cytotoxic evaluation and molecular docking studies

Jadeja

Savant

2023

J IRAN CHEM SOC

View full text Add to dashboard Cite

Chemical synthesis and antifouling activity of monoterpene–furan hybrid molecules

Abstract: Geraniol, a monoterpene, and furan are structural motifs that exhibit antifouling activity. In this study, monoterpene–furan hybrid molecules with potentially enhanced antifouling activity were designed and synthesized. The nine synthetic...

Cited by 7 publications

References 58 publications

Research Progress of Natural Products and Their Derivatives in Marine Antifouling

Research Progress of Natural Products and Their Derivatives in Marine Antifouling

New Insights on Biological Activities, Chemical Compositions, and Classifications of Marine Actinomycetes Antifouling Agents

Synthesis of thiazolo[3,2-a]pyrimidine molecules, in vitro cytotoxic evaluation and molecular docking studies

Contact Info

Product

Resources

About