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A new C-benzylated flavone, uvariaruflavone (1), along with 13 known compounds (2–14) were isolated from the twig and leaf extracts of Uvaria rufa Blume. Their structures were established by extensive spectroscopic methods. Flavones (5–8) and cyclohexene (10) were isolated from U. rufa for the first time. Most of the isolated compounds were evaluated for their α-glucosidase and α-amylase inhibitory activities. Of these, uvariaruflavone (1) showed the highest α-glucosidase inhibitory activity with an IC50 value of 44.3 µM, while ferrudiol (12) displayed the highest α-amylase inhibitory activity with an IC50 value of 73.5 µM. [ABSTRACT FROM AUTHOR]

Phytochemical investigations of the twig and leaf extracts of Uvaria dac Pierre ex Finet & Gagnep. resulted in the isolation and identification of five new highly oxygenated cyclohexenes, uvaridacols M − Q (1 – 3 , 5 , and 6), and six known compounds (4 and 7 – 11). All new structures were elucidated by spectroscopic methods and HRESITOFMS data. The absolute configuration of 1 , 5 , and 6 was confirmed by single X-ray diffraction analysis with Cu Kα radiation. In contrast, other compounds were established by comparing their specific rotation and ECD spectra with those of known compounds. Some of the isolated compounds with sufficient quantity were evaluated for their α-glucosidase inhibitory activity. Of these, (−)-1,6-desoxypipoxide (10) showed α-glucosidase inhibitory activity with an IC 50 value of 28.6 μM. The in silico molecular docking of active compounds was also studied. Phytochemical investigations of the twig and leaf extracts of Uvaria dac Pierre ex Finet & Gagnep. resulted in the isolation and identification of five new highly oxygenated cyclohexenes and six known compounds. Some of the isolated compounds with sufficient quantity were evaluated for their α-glucosidase inhibitory activity. Of these, (−)-1,6-desoxypipoxide (10) showed α-glucosidase inhibitory activities with an IC 50 value of 28.6 μM. [Display omitted] • Five new oxygenated cyclohexenes were isolated from Uvaria dac. • The absolute configuration of uvaridacol M, P, Q were confirmed by single X-ray diffraction analysis with Cu Kα radiation. • Oxygenated cyclohexenes containing a cinnamoyl moiety, such as uvaridacols N and P first reported here. • 1,6-Desoxypipoxide showed α -glucosidase inhibitory activity. • 1,6-Desoxypipoxide was docked into α -glucosidase (PDB ID: 2QMJ) in silico molecular docking. [ABSTRACT FROM AUTHOR]

Three previously undescribed aporphine alkaloids, phaeanthuslucidines E–G, one previously undescribed naphthoquinone derivative, phaeanthusnaphthoquinone, and three known compounds were isolated from an EtOAc extract of the leaves of Phaeanthus lucidus Oliv. The structures of all previously undescribed compounds were established through extensive spectroscopic investigations and high-resolution mass spectroscopy. The 6a R configuration of phaeanthuslucidines E–G was assigned by comparing their ECD spectra and specific rotation values with the reported known compounds. Some isolated compounds were evaluated for their α -glucosidase inhibitory activity. Among these compounds, phaeanthuslucidine E showed the highest α -glucosidase inhibitory activity with an IC 50 value of 17.9 ± 0.4 μM. The molecular docking of phaeanthuslucidine E was further studied. Three undescribed N -benzoyl aporphine alkaloids, phaeanthuslucidines E–G, and a previously undescribed naphthoquinone derivative, phaeanthusnaphthoquinone, were isolated from the leaves of Phaeanthus lucidus Oliv. Phaeanthuslucidine E showed good α -glucosidase inhibitory activity. [Display omitted] • Three undescribed N -benzoyl aporphine alkaloids were isolated. • A previously undescribed naphthoquinone derivative was isolated. • Phaeanthuslucidine E showed good α -glucosidase inhibitory activity. • The molecular docking of phaeanthuslucidine E was investigated. [ABSTRACT FROM AUTHOR]

The first phytochemical investigation of the twigs of Phaeanthus lucidus Oliv. resulted in the isolation and identification of four undescribed alkaloids, including two aporphine dimers, phaeanthuslucidines A and B, a hybrid of aristolactam-aporphine, phaeanthuslucidine C, and a C– N linked aporphine dimer, phaeanthuslucidine D, together with two known compounds. Their structures were determined by extensive analysis of spectroscopic data, and by comparison of their spectroscopic and physical data with previous reports. Phaeanthuslucidines A–C and bidebiline E were analysed and resolved by chiral HPLC to yield the (R a) and (S a) atropisomers, whose absolute configurations were respectively determined by ECD calculations. Phaeanthuslucidines A and B, bidebiline E, and lanuginosine showed α -glucosidase inhibitory activities with IC 50 values in the range of 6.7–29.2 μM. Moreover, molecular docking simulations of α -glucosidase inhibition of active compounds were studied. Phaeanthuslucidines A−D, undescribed dimeric aporphine alkaloids, and two known aporphine alkaloids were isolated from the twig extract of Phaeanthus lucidus Oliv. Phaeanthuslucidines A and B, bidebiline E, and lanuginosine showed α -glucosidase inhibitory activities with IC 50 values in the range of 6.7–29.2 μM. [Display omitted] • Four undescribed dimeric aporphine alkaloids were isolated from Phaeanthus lucidus. • Phaeanthuslucidine C was a hybrid of aristolactam-aporphine. • Phaeanthuslucidine D had an N -aryl linkage of a dimeric aporphine alkaloid. • Aporphine alkaloid dimers were successful resolved by chiral-phase HPLC. • Four aporphine alkaloids showed significant α -glucosidase inhibitory activities. [ABSTRACT FROM AUTHOR]

A phytochemical investigation of the twig extract of Trivalvaria costata (Hook.f. & Thomson) I.M.Turner has identified ten undescribed dimeric aporphine alkaloids, trivalcostatines A−J, one undescribed isoquinoline alkaloid, trivalcostaisoquinoline, and four known aporphine alkaloids. Their structures were elucidated by detailed analysis of NMR and HRESITOFMS data. Three of the dimeric aporphine structures were confirmed by single crystal X-ray diffraction analysis. All of the dimeric aporphine alkaloids were isolated as mixtures of atropisomers. Several of them were resolved by chiral-phase HPLC and the absolute configurations of the pure atropisomers were assigned by calculated and experimental ECD analysis. Bidebilines A and B, heteropsine, and urabaine showed α -glucosidase inhibitory activities with IC 50 values in the range of 4.1–11 μM. Ten undescribed dimeric aporphine alkaloids, trivalcostatines A−J, one undescribed isoquinoline alkaloid, trivalcostaisoquinoline, and four known aporphine alkaloids were isolated the twig extract of Trivalvaria costata (Hook.f. & Thomson) I.M.Turner. Four known aporphine alkaloids showed α -glucosidase inhibitory activities with IC 50 values in the range of 4.14–10.9 μM. [Display omitted] • Eleven undescribed alkaloids were isolated from Trivalvaria costata. • Undescribed aporphine alkaloids were dimers and they were atropisomers. • The (R a) and (S a) absolute configuration of atropisomer were determined. • Four aporphine alkaloids showed good α -glucosidase inhibitory activities. • Three x-ray structures of aporphine alkaloids were reported. [ABSTRACT FROM AUTHOR]