ChemInform Abstract: SYNTHESIS OF 2‐HALOBENZ(B)ACRIDINE‐6,11,12‐TRIONES

Roushdi, I. M.; Mikhail, Adel A.; Chaaban, I.

doi:10.1002/chin.197639249

Cited by 3 publications

(4 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The 2-substituted hydroquinone 2 was oxidized to the benzoquinone 3 with ferric chloride in dimethylformamide [13] . The reaction between the quinone and the amine [12,[20][21][22] results in the formation of the 2,5-disubstituted quinones 4a-g ( Table 1). The structure of each compound was confirmed by elemental analysis and spectroscopic techniques.…”

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Synthesis of 2,5-Disubstituted-1,4-benzoquinone Derivatives as Potential Antimicrobial and Cytotoxic Agents

Hassan¹,

Maslat

Abussaud

et al. 1998

Arch. Pharm. Pharm. Med. Chem.

View full text Add to dashboard Cite

A number of 2,5‐disubstituted‐1,4‐benzoquinone derivatives were prepared and characterized by elemental analysis, infrared (IR), nuclear magnetic resonance (1H‐NMR), and mass spectra (MS). These compounds and their synthetic precursors were evaluated for their in vitro antimicrobial and cytotoxic activity. The most potent antimicrobial compound was the thiadiazolyl derivative 4b, which was 2‐ to 4 times more active than the antimicrobial drug sulfathiazole. All the tested compounds were active in the Brine Shrimp Lethality (BS) Test. Compound 4e which was the most active in the BS test was also found to possess a significant cytotoxicity against two tumor cell lines. Some of the compounds were found to be mutagenic at relatively high concentration.

show abstract

Section: Resultsmentioning

confidence: 99%

“…In continuation of our work [11] , a combination of 2-benzoylamino-1,3,4-thiadiazole and an aminoquinonyl derivatives at position 5 [12,13] would be expected to result in biologically active agents.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of 2,5-Disubstituted-1,4-benzoquinone Derivatives as Potential Antimicrobial and Cytotoxic Agents

Hassan¹,

Maslat

Abussaud

et al. 1998

Arch. Pharm. Pharm. Med. Chem.

View full text Add to dashboard Cite

show abstract

“…Interestingly, the 2-benzyl-1,4-naphthoquinone nucleus is embedded in the tetracyclic structures of benzo[b]acridine-6,11,12(5H)-triones 48 and 11H-benzo[b]naphtho[2,3-e]pyran-6,11,12-triones. 49 This structural relationship opens an opportunity for a new synthetic approach to these targets, and provides access to libraries of both practically unexplored kind of compounds, for chemical and biological studies.…”

Section: Paper Syn Openmentioning

confidence: 99%

A New Approach to the Synthesis of Benzo[b]naphtho[2,3-b]furan-6,11-diones and 2-Benzyl-3-hydroxynaphthalene-1,4-diones

Barcia

Cruces²,

Salas

et al. 2017

SynOpen

View full text Add to dashboard Cite

Here we describe modified syntheses of o-acetylbenzoic acids and o-acetylphenylacetic acids by Heck palladium-catalysed arylation of n-butyl vinyl ether with o-iodobenzoic acids or with o-iodophenylacetic acids, respectively. General syntheses of benzo[b]naphtho[2,3-b]furan-6,11-diones from o-acetylbenzoic acids and 2-benzyl-3-hydroxynaphthalene-1,4-diones from o-acetylphenylacetic acids are also reported.

show abstract

“…Acetaminophen, melatonin, fentanyl (an analgesic), and the NSAID celecoxib are examples of representative medications [16,17] . Furthermore, it has been discovered that sulfonamides, such as sulfisoxazole, sulfadiazine, and sulfathiazole, can control bacterial infections with high death rates [18–20] . Therefore, given the excellent potential of the amide and sulfonamide structures in pharmacological activity, based on the dendrobine moiety, we enhanced their activity through structural modification.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and in vitro Anti‐Inflammatory Activity of Novel Dendrobine Amide/Sulfonamide Derivatives

Jiao,

Liu,

Lin

et al. 2024

Chemistry & Biodiversity

View full text Add to dashboard Cite

A traditional Chinese medicine ingredient, dendrobine, has been demonstrated to have anti‐inflammatory properties. However, due to its poor anti‐inflammatory properties, its clinical use is limited. Consequently, we have designed and synthesized 32 new amide/sulfonamide dendrobine derivatives and screened their anti‐inflammatory activities in vitro. Experiments showed that nitric oxide (NO) generation in lipopolysaccharide (LPS)‐induced RAW264.7 cells was strongly reduced by derivative 14, with an IC50 of 2.96 μM. Western blot research revealed that 14 decreased the concentration‐dependent expression of cyclooxygenase‐2 (COX‐2) and inducible nitric oxide synthase (INOS). Molecular docking was used to predict the binding of the inflammation‐associated proteins COX‐2 and INOS to compound 14.

show abstract

ChemInform Abstract: SYNTHESIS OF 2‐HALOBENZ(B)ACRIDINE‐6,11,12‐TRIONES

Cited by 3 publications

References 0 publications

Synthesis of 2,5-Disubstituted-1,4-benzoquinone Derivatives as Potential Antimicrobial and Cytotoxic Agents

Synthesis of 2,5-Disubstituted-1,4-benzoquinone Derivatives as Potential Antimicrobial and Cytotoxic Agents

A New Approach to the Synthesis of Benzo[b]naphtho[2,3-b]furan-6,11-diones and 2-Benzyl-3-hydroxynaphthalene-1,4-diones

Synthesis and in vitro Anti‐Inflammatory Activity of Novel Dendrobine Amide/Sulfonamide Derivatives

Contact Info

Product

Resources

About