78115-45-4Relevant academic research and scientific papers
New polycyclic pyrimidine derivatives with antiplatelet in vitro activity: Synthesis and pharmacological screening
Bruno, Olga,Schenone, Silvia,Ranise, Angelo,Bondavalli, Francesco,Barocelli, Elisabetta,Ballabeni, Vigilio,Chiavarini, Milena,Bertoni, Simona,Tognolini, Massimiliano,Impicciatore, Mariannina
, p. 629 - 636 (2001)
The preparation and the pharmacological screening of novel anti-aggregatory/antiphlogistic polycyclic pyrimidine derivatives are described. The compounds were developed starting from bioactive 2-aminobenzopyranopyrimidine derivatives in order to assess the importance of the benzopyrano[4,3-d]pyrimidine structure and the role of an amino basic moiety in position 2. Antiplatelet activity was assessed in vitro against ADP and arachidonic acid-induced aggregation in guinea-pig plasma. Anti-inflammatory/analgesic/antipyretic activities were studied in rat paw oedema, mouse writhing test and E coli-induced rat fever. Ulcerogenic and gastroprotective effects were also investigated in vivo on rat gastric mucosa. Among the tested compounds, the 5-substituted benzopyranopyrimidine derivatives 3d and 4d proved to be the most active antiplatelet agents as potent as acetylsalicylic acid against arachidonic acid-stimulated aggregation. Furthermore the 2-methylthio derivative 4d was endowed with greater efficacy against ADP aggregation suggesting that additional non-TXA2 dependent mechanisms are involved in its biological activity. Orally administered at 100mgkg-1 in rats this latter compound displayed antiphlogistic acitivity comparable to indomethacin (10 mg kg -1) coupled with an unusual gastroprotective effect on ethanol-induced ulcers. In conclusion, these findings indicate that the 5-pyrrolidino-2-methylthiobenzopyrano[4,3-d]pyrimidine 4d fulfils the chemical requirements to exhibit antiplatelet activity associated with gastroprotective effect. Copyright
Strigolactone analogues derived from dihydroflavonoids as potent seed germinators for the broomrapes
Chen, Fangjie,Jin, Zhong,Kang, Yunyao,Pang, Zhili,Xu, Niuniu,Xu, Xiaohua
, p. 11077 - 11087 (2020/11/10)
The broomrapes (Orobanche and Phelipanche spp.) and witchweeds (Striga spp.) are a class of parasitic weeds, which are distributed widely in the tropical, subtropical, and temperate areas of the globe. Since they have completely consistent lifecycles with the host plants, it is difficult to control them selectively through using the conventional herbicides. Inducing suicidal germination of these weed seeds by small molecular signaling agents proved to be a promising strategy for the management of parasitic weeds. As a class of naturally occurring terpenoid metabolites, strigolactones (SLs) show significant biological activities including stimulation germination of weed seeds, inhibition of shoot-branching, and so on. However, the widespread application of these natural SLs is greatly limited by their extremely low natural abundance and complex molecular structures. Design and synthesis of the simplified analogues as natural SLs alternatives provide a viable avenue for the efficient control of these parasitic weeds. We herein disclose the development of a novel class of SLs analogues derived from dihydroflavonoids as potent seed germinators of parasitic weeds. It was shown that one of them displayed a higher potential toward the seed germination of the broomrapes than the positive control GR24. The structure-activity relationship of these SLs analogues was further validated on the basis of the binding affinity experiment to strigolactone receptor protein HTL7 by using a YLG fluorescent probe method.
Synthesis and application of lactone analogue with flavone framework
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Paragraph 0020; 0023, (2020/01/11)
The invention relates to synthesis and application of a lactone analogue with a flavone framework. The structural general formula of the compound is (I), wherein R1 or R2 represents a hydrogen atom, C1-C5 alkyl, phenyl, halogen-substituted phenyl, benzodioxole, furan, thiophene and other aromatic heterocycles. According to the method, o-hydroxyacetophenone and aldehyde or ketone are used as raw materials, and a series of lactone analogues with flavone parent nucleus structures are synthesized through multi-step reaction. The broomrape seed germination activity of the compound is tested, wherein the result shows that the compound has good seed germination activity, is a parasitic weed seed germination agent with a wide application prospect, can be practically applied to parasitic weed herbicides, and especially can be applied to prevention and control of parasitic weeds broomrape and striga asiatica in agriculture.
Synthesis of pyrazole-substituted chromene analogues with selective anti-leukemic activity
Madhu,Sudhakar,Santosh Kumar,Rajashekher Reddy,Sravani,Ramakrishna,Prasad Rao, Ch.
, p. 2421 - 2428 (2017/11/24)
We report design and synthesis of a series of flavanone/chromene derivatives containing pyrazoles 6a–6h and 8a–8e with potent anti-leukemic activity. Anti-leukemic activity of novel flavanone derivatives was tested using the K562 cell line. The parental flavanone was selected as the reference compound in identification of analogues with superior anti-leukemic activity. More than two-thirds of the derivatives displayed higher activity than the initial flavanone. Positions of substituents that promoted anti-leukemic activity were identified on both the chromene and pyrazole fragments. Compounds 6b and 6c showed the highest activity against K562 cell line, with IC50 values 3.0 and 0.5 μM respectively. Notably, compounds 6b and 6c displayed very high selectivity in inhibition of leukemic cells (K562) but not of healthy HEK293 cells or solid cancer cell lines HeLa, MCF7 and BT474. Moreover, both the 6b and 6c compounds were predicted to have good ADME properties.
