Hybrid flavan–flavanones from Friesodielsia desmoides and their inhibitory activities against nitric oxide production

Meesakul, Pornphimol; Pudhom, Khanitha; Pyne, Stephen G.; Laphookhieo, Surat

doi:10.1039/c7ra02528a

Cited by 10 publications

(10 citation statements)

References 24 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The 2 S configuration of 1 was determined according to the positive Cotton effect at 320~330 nm and negative effect at 270–290 nm (Figure 3) [8], and the 2″ S configuration of 1 was tentatively inferred based on the biosynthetic consideration (Scheme 1). The relative configuration of F-ring of 1 was deduced to be the same as that of friesodielsone A and desmosflavan A [9,10] according to the coupling constants for H-2″, H-3″, and H-4″, and further supported by the absence of NOE interaction between H-2″ and H-4″. The absolute 4″ S configuration was evident from the positive Cotton Effect at 225.0 nm (Figure 3) [11,12,13], and thus allowed the assignment of 2″ S configuration, which was consistent with the above deduction based on biosynthetic consideration.…”

Section: Resultsmentioning

confidence: 99%

Oxytrodiflavanone A and Oxytrochalcoflavanones A,B: New Biflavonoids from Oxytropis chiliophylla

Liu

Norbo

et al. 2019

Molecules

View full text Add to dashboard Cite

Three previously undescribed biflavonoids, oxytrodiflavanone A (1), and oxytrochalcoflavanones A,B (2,3), were isolated from the aerial part of Oxytropis chiliophylla, together with their putative biosynthetic monomers, i.e., (2S)-5,7-dihydroxyflavanone (4), (2S)-7-hydroxyflavanone (5), and 2′,4′-dihydroxychalcone (6). The structures of these compounds were elucidated by a combination analysis of spectroscopic data. The cytotoxic activities of all the isolated compounds against PC-3 human prostate cancer cell line are also presented.

show abstract

Section: Resultsmentioning

confidence: 99%

Oxytrodiflavanone A and Oxytrochalcoflavanones A,B: New Biflavonoids from Oxytropis chiliophylla

Liu

Norbo

et al. 2019

Molecules

View full text Add to dashboard Cite

show abstract

“…Goniothalamus desmoides and Oxymitra desmoides. Colour of the flower is yellow with connate inner petal and size of the outer petal is longer than inner petal (Meesakul et al 2017). In PBG, this species is identified as M. javanica.…”

Section: Discussionmentioning

confidence: 98%

Short Communication: Species identity and taxonomical position of selected species of Annonaceae based on trnL molecular marker

Lestari

Azrianingsih

2019

Biodiversitas

View full text Add to dashboard Cite

Abstract. Lestari DA, Azrianingsih R. 2019. Species identity and taxonomical position of selected species of Annonaceae based on trnL molecular marker. Biodiversitas 20: 1012-1019. Identification based on morphological characters could be difficult when some characters are not visible. The absence of some morphological characters could effect for identification of species identity and taxonomical position of the species. Confirmation by the DNA data is needed to support species identification. The sequence was used in this research is trnL intron as non-coding sequence DNA, based on chloroplast DNA. The research aimed to estimate of species identity and determine of taxonomical position of species of Annonaceae based on trnL sequences. Methods were used through steps of DNA extraction, DNA amplification, DNA sequencing, and data analysis to selected species of Annonaceae from Purwodadi Botanic Garden (PBG), the trnL intron sequences of 10 Annonaceae species from GenBank database and two species of Magnoliaceae as out-group. Results showed that trnL sequence as non-coding gene explains the different groupings with the previous groupings in Annonaceae to this observed species. trnL sequence can estimate of species identity as much as 30%, caused by changes of nucleotide bases from mutation and missing data. Polymorphism of DNA sequences showed that 61.18% sites as conserved region, 24.05% sites as polymorphic variation and 14.76% sites as alignment gaps. Oxymitra sp. is in group (monophyletic) with Mitrephora javanica because they are genetically in close relationship (Uvariae tribes and Annonoideae sub-family), Popowia sp. is in group with Orophea enterocarpa, because they are genetically in close relationship (Miliuseae tribes and Malmeoideae sub-family).

show abstract

“…The ortho-coupled aromatic protons at δ H 6.96 (1H, d, J = 8.9 Hz) and δ H 7.79 (1H, d, J = 8.9 Hz) were assigned to protons H-7 and H-8, respectively, by the 2 J and 3 J HMBC correlations of H-7 (δ H 6.96) to δ C 133.5 (C-5), 151.1 (C-6), and 115.3 (C-8a); and H-8 (δ H 7.79) to δ C 144.6 (C-5a), 151.1 (C-6), and 181.0 (C-9). The 1 H and 13 Figure S8.…”

Section: Npc Natural Product Communicationsmentioning

confidence: 99%

“…The latter compounds were founds as major phytochemicals in this genus and many of these compounds had broad spectrum biological activities such as anti-inflammatory [4] and anti-HIV activities [7], cholinesterase [5] and PDE5 inhibitory activities [8], and their antimicrobial [9], cytotoxic [10], and antioxidant [2] activities. In the course of our ongoing search for bioactive compounds from natural resources from the northern part of Thailand [12][13][14][15][16], we report here the first phytochemical investigation of the twig extracts of M. fruticosa (Roxb.) Corner (Figure 1) collected from Doi Tung, Chiang Rai Province, Thailand resulting in the isolation and identification of a new xanthone (1) together with 14 known compounds (2-15) ( Figure 2).…”

mentioning

confidence: 99%

See 1 more Smart Citation

Antioxidant, Cytotoxic and α-Glucosidase Inhibitory Activities of Compounds isolated from the Twig Extracts of Maclura fruticosa

Polbuppha

Maneerat

Sripisut

et al. 2017

Natural Product Communications

Self Cite

View full text Add to dashboard Cite

The first phytochemical investigation of the twig extracts of Maclura fruticosa led to the isolation and identification of a new xanthone, maclurafruticosone (1), together with 14 known compounds (2-15). All compounds were elucidated using spectroscopic methods as well as through comparisons made with data reported in the literature. Some isolated compounds were evaluated for their antioxidant, α-glucosidase inhibitory and cytotoxic activities. Compound 4, 6 and 7 showed significant antioxidant activity against DPPH radicals with IC 50 values ranging from 7.45-16.12 µM. Compound 4 also exhibited potent activity against ABTS + scavenging activity with an IC 50 value of 0.55 ± 0.01 µM which was better than positive control (ascorbic acid, IC 50 2.35 ± 0.17 µM). Compound 12 showed significant α-glucosidase inhibitory activity with an IC 50 value of 0.02 ± 0.37 mM. Compounds 5, 6 and 12 showed weak cytotoxic activities against a colon cancer cell line with IC 50 values ranging from 22.35-47.62 µM.

show abstract

Hybrid flavan–flavanones from Friesodielsia desmoides and their inhibitory activities against nitric oxide production

Abstract: The first phytochemical investigation ofFriesodielsia desmoidesleaves and twigs led to the isolation and identification of three new hybrid flavan–flavanones, friesodielsones A–C (1–3), together with 18 known compounds (4–21).

Cited by 10 publications

References 24 publications

Oxytrodiflavanone A and Oxytrochalcoflavanones A,B: New Biflavonoids from Oxytropis chiliophylla

Oxytrodiflavanone A and Oxytrochalcoflavanones A,B: New Biflavonoids from Oxytropis chiliophylla

Short Communication: Species identity and taxonomical position of selected species of Annonaceae based on trnL molecular marker

Antioxidant, Cytotoxic and α-Glucosidase Inhibitory Activities of Compounds isolated from the Twig Extracts of Maclura fruticosa

Contact Info

Product

Resources

About