Abstract:
:We report the synthesis of twelve indole derivatives bearing nitro or amide groups via Fischer indole methodology followed by reduction/acetylation and amidation reactions. After thorough characterization, these indoles were subjected to a number of studies in order to evaluate their bioactive potential as photosynthesis and plant growth inhibitors. Firstly, these molecular hybrids were evaluated as photosystem II (PSII) inhibitors through chlorophyll a (Chl a) fluorescence measurement. In this study, 6-chloro-8-nitro-2,3,4,9-tetrahydro-1H-carbazole (15a) and 5-chloro-2,3-dimethyl-7-nitro-1H-indole (15b) showed the best results by reducing the phenomenological parameters of reaction centers ABS/RC, TR0 /RC and ET0 /RC of PSII. Electron chain blockage by these compounds may lead to diminished ATP synthesis and CO2 fixation which interrupt the plant development. The compounds 15a and 15b both act as postemergent herbicides, reducing the dry biomass of Ipomoea grandifolia and Senna alata weeds by an average of 40% and 37%, respectively, corroborating the fluorescence results. Additionally, the molecular docking study revealed that the presence of strong electron-withdrawing groups at the indole phenyl ring is important for the ligand's interaction with the binding pocket of protein D1 on PSII. The optimization of these molecular features is the goal of our research group in further understanding and development of new potent herbicides.
journal_name
Photochem Photobioljournal_title
Photochemistry and photobiologyauthors
de Souza JM,Fazolo BR,Lacerda JWF,Moura MS,Dos Santos ACR,de Vasconcelos LG,de Sousa Junior PT,Dall'Oglio EL,Ali A,Sampaio OM,Vieira LCCdoi
10.1111/php.13295subject
Has Abstractpub_date
2020-11-01 00:00:00pages
1233-1242issue
6eissn
0031-8655issn
1751-1097journal_volume
96pub_type
杂志文章abstract::Oculocutaneous albinism (OCA) is a genetically inherited autosomal recessive condition. Individuals with OCA lack melanin and therefore are susceptible to the harmful effects of solar ultraviolet radiation, including extreme sun sensitivity, photophobia and skin cancer. OCA is a grave public health issue in sub-Sahara...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章,评审
doi:10.1111/php.12359
更新日期:2015-01-01 00:00:00
abstract::The photoinduced covalent binding of the title compound to native and heat denatured DNA is described. The level of binding has been measured by UV (for DNA) and atomic absorption (for Rh) analysis. Quantum efficiencies of 6.4 x 10(-4) mol Rh per mol photons and 1.6 x 10(-3) mol Rh per mol photons have been determined...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.1989.tb09204.x
更新日期:1989-04-01 00:00:00
abstract::Ultraviolet A radiation participates in cytotoxicity and carcinogenesis of the skin by a mechanism involving the generation of reactive oxygen species. Endogenous antiradical defense systems utilize metalloenzymes including Se-dependent glutathione peroxidase and Cu and Zn superoxide dismutase. The aim of the present ...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.1993.tb04930.x
更新日期:1993-10-01 00:00:00
abstract::Dark-grown leaves of maize (Zea mays), wheat (Triticum aestivum), wild-type pea (Pisum sativum) and its light-independent photomorphogenesis mutant (lip1) have different proportions of protochlorophyllide (Pchlide) forms as revealed by low-temperature fluorescence emission spectra. Four discrete spectral forms of Pchl...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1562/0031-8655(2003)078<0205:flopip>2.0.co;2
更新日期:2003-08-01 00:00:00
abstract::The multifunctional polypeptide cyclosporin synthetase (CySyn) remains one of the most complex nonribosomal peptide synthetase described. In this study we used a highly specific photoaffinity labeling procedure with the natural cofactor S-adenosyl-L-methionine (AdoMet), 14C-isotopically labeled at the Sdelta methyl gr...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1562/0031-8655(2003)077<0129:plotnm>2.0.co;2
更新日期:2003-02-01 00:00:00
abstract::Solar ultraviolet B (UVB) radiation has been shown to induce inflammation, DNA damage, p53 mutations and alterations in signaling pathways eventually leading to skin cancer. In this study, we investigated whether fisetin reduces inflammatory responses and modulates PI3K/AKT/NFκB cell survival signaling pathways in UVB...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/php.12337
更新日期:2015-01-01 00:00:00
abstract::The photobiologic properties of a chlorin-thiobarbiturate conjugate were examined. In addition to the characteristic 670 nm chlorin absorbance, the conjugate exhibited new absorbance bands at 517 and 743 nm, but these were not a part of the fluorescence emission spectra, nor was fluorescence observed at wavelengths > ...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.1994.tb02981.x
更新日期:1994-05-01 00:00:00
abstract::During the photoreaction cycle of photoactive yellow protein (PYP), a physiologically active intermediate (PYP(M)) is formed as a consequence of global protein conformational change. Previous studies have demonstrated that the photocycle of PYP is regulated by the N-terminal loop region, which is located across the ce...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.2008.00375.x
更新日期:2008-07-01 00:00:00
abstract::The cellular uptake of Photofrin II (PII) was studied using fluorescence imaging and chemical extraction. The influence of serum and low density lipoproteins (LDL) was examined under a variety of experimental conditions employing cultured human cells of different origins as well as a subcutaneously SMT-F tumor implant...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.1990.tb01702.x
更新日期:1990-02-01 00:00:00
abstract::In photodynamic therapy with topically applied delta-aminolevulinic acid porphyrins are acting as photosensitizers. The profile of porphyrin metabolites in normal or in neoplastic skin after administration of delta-aminolevulinic acid has not been determined in detail yet. Thus, to study porphyrin biosynthesis in huma...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.1997.tb03146.x
更新日期:1997-07-01 00:00:00
abstract::Towards our overall objectives of developing potent antimicrobial materials to combat the escalating threat to human health posed by the transmission of surface-adhering pathogenic bacteria, we have investigated the photobactericidal activity of cellulose nanocrystals that have been modified with a porphyrin-derived p...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.2012.01117.x
更新日期:2012-05-01 00:00:00
abstract::In eukaryotic cells helix-distorting DNA lesions like cyclobutane pyrimidine dimers (CPDs) and 6-4 pyrimidine-pyrimidone photoproducts (6-4 PPs) are efficiently removed by nucleotide excision repair (NER). NER is a multistep process where in the end, subsequent to replication over the gap, the remaining nick is sealed...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/php.12487
更新日期:2015-09-01 00:00:00
abstract::Photosynthetic bacteria are attractive for biotechnology because they produce no oxygen and so H2 -production is not inhibited by oxygen as occurs in oxygenic photoorganisms. Rhodopseudomonas palustris and Afifella marina containing BChl a can use irradiances from violet near-UV (VNUV) to orange (350-650 nm) light and...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/php.12124
更新日期:2013-09-01 00:00:00
abstract::The infrared spectrum of monomeric unsubstituted coumarin (C9H6O2; 2H-1-benzopyran-2-one), isolated in solid argon at 10 K is presented and assigned. The UV-induced (lambda>200 nm) unimolecular photochemistry of the matrix-isolated compound was studied experimentally. Three main photoreactions were observed: (a) decar...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.2007.00152.x
更新日期:2007-09-01 00:00:00
abstract::Tetraarylporphyrins substituted with nitro groups at beta-pyrrolic positions are potential candidates for electron-accepting pigments in model systems for photosynthesis. The photophysics of 2-nitro-5,10,15,20-tetra-p-tolylporphyrin and its zinc analog have been studied in order to evaluate this potential. The ground ...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.1990.tb01733.x
更新日期:1990-04-01 00:00:00
abstract::We describe here the development of monoclonal antibodies to the hapten tryptophan-riboflavin, generated by irradiation of a solution of bovine serum albumin in the presence of riboflavin. The specificity of the three obtained monoclonal antibodies, named 1E6, 5H5, 5A8 all belonging to the IgG1 isotype, was assessed b...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.1996.tb09628.x
更新日期:1996-06-01 00:00:00
abstract::Paracoccidioidomycosis is the most prevalent human mycosis in Latin America. Cutaneous lesions are extremely painful and sensitive, and current treatment with antifungal drugs is lengthy and may cause side effects to patients. In this perspective, the helium-neon (HeNe) laser emerges as a novel therapy form due to its...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.2010.00734.x
更新日期:2010-07-01 00:00:00
abstract::We compared mutagenesis and sister chromatid exchange (SCE) induction by 193 nm and 308 nm pulsed excimer laser radiation with 254 nm low intensity continuous wave UV light in Chinese hamster ovary (CHO) cells in culture. The 254 nm radiation was most mutagenic of the radiations, in accordance with expectation, and al...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.1989.tb09188.x
更新日期:1989-04-01 00:00:00
abstract::Photosensitizer (PS)-antibody conjugates (photoimmunoconjugates, PICs) enable cancer cell-targeted photodynamic therapy (PDT). Nonspecific chemical bioconjugation is widely used to synthesize PICs but gives rise to several shortcomings. The conjugates are heterogeneous, and the process is not easily reproducible. More...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/php.13231
更新日期:2020-05-01 00:00:00
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journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.1991.tb01996.x
更新日期:1991-07-01 00:00:00
abstract::It was shown that psoralen + UV-A inhibits the chemotactic activity of polymorphonuclear neutrophils towards anaphylatoxin C5a des Arg. This reaction required oxygen and there is a high possibility that the active oxygen species was in a singlet state. Oxygen did not act directly on C5a des Arg, but rather produced ox...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:
更新日期:1992-05-01 00:00:00
abstract::Evidence is mounting that UV-B and UV-A radiation affect skin differently in responses as diverse as erythema and elastosis. We found in this study that collagen metabolism was also differentially affected. Albino hairless mice were irradiated with two UV-A sources: (1) UVASUN 3000 (340-400 nm) for cumulative exposure...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.1991.tb02011.x
更新日期:1991-08-01 00:00:00
abstract::Efficacy of ionizing radiation (I/R) was compared with phototoxic effects of photodynamic therapy (PDT) in vitro using two cell lines derived from patients with head and neck squamous cell carcinoma (HNSCC). A cell line derived from a donor with a human papilloma virus (HPV) infection was more responsive to I/R but si...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/php.13150
更新日期:2020-05-01 00:00:00
abstract::Previous studies have shown that natural killer (NK) cell activity was suppressed in volunteer subjects exposed to ultraviolet radiation (UVR) from solarium lamps. The present studies were carried out to determine the spectrum of UVR responsible for suppression of NK activity and to develop in vitro methods to analyze...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.1993.tb02287.x
更新日期:1993-02-01 00:00:00
abstract::In this study, we investigated whether the spectrum of p53 mutations in skin tumors induced in hairless SKH-hr1 mice by a solar simulator (290-400 nm) are similar to those found in skin tumors induced in C3H mice by UV radiation from unfiltered (250-400 nm) and Kodacel-filtered (290-400 nm) FS40 sunlamps. Analysis of ...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1562/0031-8655(1998)067<0227:mihshm>2.3.co;2
更新日期:1998-02-01 00:00:00
abstract::Structure-activity relationships have been widely reported for porphyrin and phthalocyanine photosensitizers, but not for phenothiazinium derivatives. Here, four phenothiazinium salts (methylene blue, toluidine blue O, 1,9-dimethyl methylene blue and the pentacyclic derivative DO15) were used to investigate how the ab...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/php.12264
更新日期:2014-07-01 00:00:00
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journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:
更新日期:2002-09-01 00:00:00
abstract::Cyanines are emerging as useful agents for photoreleasing biological compounds because of their capability of utilizing near-infrared (NIR) light. Another benefit is their ability to self-sensitize to produce singlet oxygen for the release of aryl amines, a process that has not been as feasible in the past. Here, we h...
journal_title:Photochemistry and photobiology
pub_type: 评论,杂志文章
doi:10.1111/php.13102
更新日期:2019-09-01 00:00:00
abstract::Intracellular targets for the photosensitizer alpha-terthienyl (alpha T) were examined by fluorescence microscopy and microfluorospectrometry using human nonkeratinized buccal cells. Intracellular distribution of alpha T was observed as fluorescent patches widely dispersed in the cytoplasm. The distribution of the flu...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.1993.tb09213.x
更新日期:1993-05-01 00:00:00
abstract::Several spectroscopic techniques (absorption, emission, transient absorption and differential scanning calorimetry--DSC) were used to investigate the deprotonation of dibucaine.HCl in a hydrophobic environment, and the interaction sites and mechanisms of the local anesthetic dibucaine.HCl on bacteriorhodopsin (bR) in ...
journal_title:Photochemistry and photobiology
pub_type: 杂志文章
doi:10.1111/j.1751-1097.1989.tb08436.x
更新日期:1989-05-01 00:00:00