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1.
Ecotoxicol Environ Saf ; 278: 116420, 2024 May 02.
Article in English | MEDLINE | ID: mdl-38701654

ABSTRACT

Emerging contaminants (ECs) are a diverse group of unregulated pollutants increasingly present in the environment. These contaminants, including pharmaceuticals, personal care products, endocrine disruptors, and industrial chemicals, can enter the environment through various pathways and persist, accumulating in the food chain and posing risks to ecosystems and human health. This comprehensive review examines the chemical characteristics, sources, and varieties of ECs. It critically evaluates the current understanding of their environmental and health impacts, highlighting recent advancements and challenges in detection and analysis. The review also assesses existing regulations and policies, identifying shortcomings and proposing potential enhancements. ECs pose significant risks to wildlife and ecosystems by disrupting animal hormones, causing genetic alterations that diminish diversity and resilience, and altering soil nutrient dynamics and the physical environment. Furthermore, ECs present increasing risks to human health, including hormonal disruptions, antibiotic resistance, endocrine disruption, neurological effects, carcinogenic effects, and other long-term impacts. To address these critical issues, the review offers recommendations for future research, emphasizing areas requiring further investigation to comprehend the full implications of these contaminants. It also suggests increased funding and support for research, development of advanced detection technologies, establishment of standardized methods, adoption of precautionary regulations, enhanced public awareness and education, cross-sectoral collaboration, and integration of scientific research into policy-making. By implementing these solutions, we can improve our ability to detect, monitor, and manage ECs, reducing environmental and public health risks.

2.
Molecules ; 28(20)2023 Oct 16.
Article in English | MEDLINE | ID: mdl-37894597

ABSTRACT

The phytochemical investigation of Veratrum mengtzeanum Loes. roots resulted in the isolation and characterization of two novel, namely Mengtzeanines A (1), Mengtzeanines B (2), and eight known steroidal alkaloids (3-10). Their structural properties were assessed though extensive spectroscopic techniques. All constituents 1-10 were analyzed for suppression of NO formation in LPS-induced RAW264.7 macrophages. Among them, constituent 6 (Verazine) showed inhibition against LPS-induced NO production (IC50 = 20.41 µM). Additionally, compound 6 could inhibit the secretion of IL1ß, IL6, and TNFα, and downregulate the productions of iNOS and COX2 in LPS-induced RAW264.7 macrophages. Further experiments revealed that 6 exhibited a potent anti-inflammatory level in LPS-stimulated RAW264.7 macrophages via inhibiting NF-κB, and triggering of Keap1/Nrf2/HO-1 axis, implying that compound 6 may be a promising candidate for treating inflammatory disorders.


Subject(s)
Alkaloids , Veratrum , Animals , Mice , Veratrum/chemistry , Kelch-Like ECH-Associated Protein 1 , Lipopolysaccharides/pharmacology , NF-E2-Related Factor 2/metabolism , Anti-Inflammatory Agents/pharmacology , Alkaloids/pharmacology , NF-kappa B/metabolism , RAW 264.7 Cells , Nitric Oxide/metabolism
3.
Chemistry ; 25(12): 3005-3009, 2019 Feb 26.
Article in English | MEDLINE | ID: mdl-30609181

ABSTRACT

Cyclodipeptide 2,5-diketopiperazines (DKP) are privileged structural units present in drugs and natural alkaloids. This work reports a new method for the synthesis of biologically important DKP scaffolds based on an intramolecular nucleophilic α-addition of general amides towards an alkynamide system. The utility of this umpolung cyclization mediated by trimethyl phosphine and l-glutamic acid is highlighted by its application to the concise total syntheses of 6-methoxyspirotryprostatin B (the first total synthesis), spirotryprostatin A, and spirotryprostatin B.

4.
J Org Chem ; 83(23): 14507-14517, 2018 12 07.
Article in English | MEDLINE | ID: mdl-30387357

ABSTRACT

In this paper, we report an enantioselective total synthesis of (+)-nocardioazine B, a prenylated hexahydropyrrolo[2,3- b]indole (HPI) alkaloid with a central 2,5-diketopiperazine (DKP) ring. The key step in our synthetic route is a copper-catalyzed sequential arylation-alkylation of o-haloanilide derivatives. Based on this transformation, the construction of C3 all-carbon quaternary stereocenters presented in the HPI systems was achieved with high yields and excellent diastereoselectivity.

5.
Nat Prod Bioprospect ; 6(2): 117-39, 2016 Apr.
Article in English | MEDLINE | ID: mdl-26969313

ABSTRACT

In this paper, we report a full account of the synthesis of dimeric hexahydropyrroloindole alkaloids and its analogues. The key feature of our new strategy is the novel catalytic copper (10 %) mediated intramolecular arylations of o-haloanilides followed by intermolecular oxidative dimerization of the resulting oxindoles in one pot. This sequential reaction leads to the key intermediates for the synthesis of (+)-chimonanthine, (+)-folicanthine, (-)-calycanthine and (-)-ditryptophenaline. In the presence of catalytic amount of cuprous iodide (10 %), an intramolecular arylation of o-haloanilides followed by an intermolecular oxidative dimerization of the resulting oxindoles leads to a common intermediate for the synthesis of (+)-chimonanthine, (+)-folicanthine and (-)-calycanthine. Based on this cascade sequence, we also developed a flexible strategy towards the asymmetric syntheses of dimeric HPI alkaloids (-)-ditryptophenaline and its analogues.

6.
Chem Commun (Camb) ; 51(80): 14873-6, 2015 Oct 14.
Article in English | MEDLINE | ID: mdl-26299395

ABSTRACT

In this communication, we report a copper catalyzed sequential arylation-oxidative dimerization reaction as the key step for the synthesis of hexahydropyrroloindole alkaloids (+)-chimonanthine, (+)-folicanthine and (-)-calycanthine.


Subject(s)
Alkaloids/chemistry , Anilides/chemistry , Copper/chemistry , Catalysis , Dimerization , Oxidation-Reduction
7.
Org Lett ; 14(12): 3116-9, 2012 Jun 15.
Article in English | MEDLINE | ID: mdl-22667443

ABSTRACT

In the presence of catalytic amount of copper iodide, a remote amide-assisted intramolecular arylation followed by alkylation leads to a general and flexible synthetic method toward the synthesis of medicinally interesting hexahydropyrroloindole alkaloids.


Subject(s)
Alkaloids/chemical synthesis , Anilides/chemistry , Bromine Compounds/chemistry , Copper/chemistry , Indoles/chemistry , Pyrroles/chemistry , Alkylation , Catalysis , Hydroxylation , Molecular Structure , Stereoisomerism
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