Analogs of the alkaloids polycarpine and polycarpaurine C, metabolites of marine ascidians of the genus Polycarpa, were synthesized. Their cytotoxic and antimicrobial activities were comparatively analyzed. A chloro-containing analog of polycarpaurine C was shown to exhibit high antibacterial activity against Staphylococcus aureus and Escherichia coli superior to that of gentamicin. Polycarpaurine

Twenty novel rupestonic acid amides were designed and synthesized. Their cytotoxic activity was assessed against four human cancer cell lines (HeLa, HT-29, A549, and HepG2). Amide derivative 2e exhibited cytotoxic activity against A549 (IC50 = 4.73 μM) and HT-29 cells (IC50 = 7.55 μM); 1a, against HeLa cells (IC50 = 13.95 μM); 1d, against HepG2 cells (IC50 = 11.12 μM).

A synthetic method for amines with a diphenyloxide fragment based on aniline derivatives was developed. Trends in the formation of mono- and diamines of the diphenyl ether hernandial were studied as a function of the nature of the substituent on the phenylamine aromatic ring.

The cultured mycobiont of the Vietnamese crustose lichen Diorygma sp. was subjected to chemical investigation, which led to the isolation and characterization of a new guaiane sesquiterpene, diorygmone F (1), along with three known compounds, pruinosone, β-sitosterol, and methyl 4-hydroxybenzoate. Structural elucidation was achieved through extensive spectroscopic methods, including NMR, HR-ESI-MS

A new polyketide, namely fusaripotide (1), and five known compounds (2–6) were isolated from the desert-derived fungus Fusarium sp. HM84-3. Their structures were determined by detailed analysis of 1D and 2D NMR and MS data. All the isolates were evaluated for their cytotoxicity and anti-inflammatory activities. Compound 2 displayed obvious inhibitory activity against human gastric cancer cells (MGC-803)

A simple and efficient approach was developed for the synthesis of 13-methyl-(5Z,8Z)-tridecadienolide (1) using commercially available starting materials, such as 5-hexynol (2) and methyl 5-hexynoate (7). The key intermediate, Tos-protected methyl diynoate (8), was stable in the crude oil and was obtained by coupling 7 with TBS- and Tos-protected oct-2-yne-1,7-diol (6), the latter being derived from

Thirty-three compounds were isolated from Gelsemium elegans. Among them, compound 16 was a new natural product and its absolute configuration was elucidated by spectral analysis and an esterification reaction. Compounds 14, 17, 24, 25, 26, 29, 30, and 32 were isolated from this plant for the first time. Compounds 1–23 were screened for their in vitro inhibitory activities against the human breast cancer

A new phenylpropanoid derivative, 1-(2-hydroxy-4-(hydroxymethyl)phenyl)propane-1,2-dione (1), has been isolated from the roots of Eupatorium amabile, together with seven known compounds, 10-acetoxy-8-hydroxy-9-O-angeloylthymol (2), 9-acetoxy-8,10-epoxythymol 3-O-tiglate (3), 9-angeloyloxythymol (4), 9-O-angeloyl-8,10-dehydrothymol (5), rutin (6), eupatorin (7), and coumarin (8). The structure of new

A new amide derivative, cuscujaponamide (1), has been isolated from the aerial parts of Cuscuta japonica var. formosana, together with eight known compounds, kaempferol (2), quercetin (3), astragalin (4), hyperoside (5), (+)-pinoresinol (6), (+)-sesamin (7), caffeic acid (8), and p-coumaric acid (9). The structure of the new compound 1 was determined through spectroscopic and MS analyses. Among the

Three series of N-containing 5α-steroids were synthesized during a search for biologically active steroids from pregn-16-en-3β-ol-20-one. The structures of the synthesized compounds were proved using 1H NMR, 13C NMR, and mass spectra. Studies of the in vitro cytotoxic, anti-inflammatory, and antioxidant activity of 14 synthesized steroids identified four compounds with pronounced anti-inflammatory

A new benzenoid, named as 1′-(4,7-dimethoxybenzo[d][1,3]dioxol-5-yl)butan-1′-ol (mengyunol) (1) as well as twenty known compounds, were isolated from the MeOH extract of the roots of Crithmum maritimum L. The structure of the new benzenoid was elucidated via physical evidence.

A new tetraazacyclododecane, 1-(1′,4′,7′,10′-tetraazacyclododecan-2-yl)-nonan-1-one (1) was isolated from the leaves of Ilex cornuta (Aquifoliaceae). The structure of the new tetraazacyclododecane was elucidated by chemical and physical evidence.

A synthetic method for new furan-containing tetrahydropyrroloisoquinolinone derivatives based on the use of N-homoveratrylsuccinimide phosphorane and furfurol derivatives is reported for the first time.

A-Secolupane nitriles with an aldehyde group or methylketone fragment on ring A and a cleaved C2–C3 or C3–C4 bond were synthesized via Beckmann reactions of oxime derivatives of dihydrobetulin and dihydrolupeol. A predictive analysis of the biological properties using the online PASS service indicated the synthesized triterpene derivatives were promising as antitumor agents.

A new benzenoid, 2-((aminooxy)carbonyl)benzene-1,3,5-triol (1) was isolated from the Litchi chinensis. The structure was elucidated on the basis of physicochemical evidence, in-depth NMR spectroscopic analysis, and high-resolution mass spectrometry.

Chrysosplenium carnosum, an original plant used in traditional Tibetan medicine known as “Yajima”, was subjected to phytochemical study. This led to the isolation of a new hexanor-cucurbitane triterpenoid, namely chrycarnin A (1), along with three previously known structurally related analogs (2–4). Their structures were determined by spectroscopic methods, including 1D and 2D NMR, UV, IR, ECD, and

A chemical investigation on the whole plant of Hypericum uralum afforded two previously undescribed polycyclic polyprenylated derivatives, hyperuralines A and B (1 and 2). The structures of the new compounds were elucidated by spectral methods such as 1D and 2D (1H–1H COSY, HMQC, and HMBC) NMR spectroscopy, together with high-resolution mass spectrometry. The isolated compounds were tested in vitro

A new propanethioic acid, 3-hydroxy-3-(4′-hydroxyphenyl)propanethioic acid (1), along with 9 compounds, were isolated from Houttuynia cordata Thunb. (Saururaceae). The structure of the new propanethioic acid was elucidated by physical evidence.

Studies of three species of Dryas (D. sumneviczii Serg., D. octopetala L., D. oxyodonta Juz., Rosaceae), growing in Baikal District led to the isolation of 19 flavonoids, including seven new flavonol glycosides. UV and NMR spectroscopic and mass spectrometric data characterized the new flavonoids as 8-methoxykaempferol 3-O-α-L-arabinopyranoside (dryadoside A, 1), 8-methoxykaempferol 3-O-α-Larabinofuranoside

The antitumor activity and the underlying mechanism of six novel curcumin derivatives (F1–F6) were evaluated in lung cancer cells. F5 was found to be the most potent derivative (IC50 = 13.67 μM) compared to curcumin (IC50 = 40.93 μM), with significant differences via MTT assay. A series of pharmacological experiments, including clone formation, wound healing, and transwell assay, reveal that F5 can

Two new pyrroloisoquinolines, 6-methoxy-3-methyl-5,10-dihydropyrrolo[1,2-b]isoquinolin-7-ol (1) and 6,8-dimethoxy-3-methyl-5,10-dihydropyrrolo[1,2-b]isoquinoline (2), together with five known pyrroloisoquinolines (3–7) were isolated from the Nicotiana tabacum-derived endophytic fungus Aspergillus puniceus. Their structures were determined by means of HR-ESI-MS and extensive 1D and 2D NMR spectroscopic

An investigation of six species of Silene (Caryophyllaceae) cultivated in Baikal District isolated 22 flavonoids, including new C,O-glycosylflavones 1–5. The structures of 1–5 were established using UV and NMR spectroscopy and mass spectrometry as genkwanin 6-C-(2′′-O-β-D-glucopyranosyl)-β-D-glycopyranoside-4′-O-β-D-glucopyranoside (sileneside H, 1) and genkwanin 6-C-[2′′-O-(2′′′-O-caffeyl)-β-D-gl

Bamboo shoots are a popular vegetable in the ethnic population of NE India. The study’s main objective is to identify the compounds available in the volatile oil of Bambusa polymorpha, to determine their binding affinity against different bacterial target proteins and in vitro antibacterial activity against bacterial strains with which compounds exhibit significant binding affinity. In light of this

One previously undescribed phenol analog, 18F0056 (1), together with two known ones, indole-3-carboxylic acid (2), ergosterol peroxide (3) were isolated from the mycelial EtOAc extracts of soil-derived fungus Trichoderma sp. BCRC-18F0056. The structures of all isolates were elucidated on the basis of extensive analyses of spectroscopic data and comparison with literature data.

Phytochemical investigation of the fruits of Choerospondias axillaris afforded a new alkenyl derivative, choerosponol M (1), and three known metabolites choerosponol A (2), poupartone A (3), and 5-hydroxymethyl-2-furancarboxaldehyde (4). The absolute configuration of 1 was elucidated by comparing experimental and calculated ECD data.

From the underground parts of Picrorhiza scrophulariiflora, scrocaffeside D (1), methyl-4-O-β-Dglucopyranosyl-5-methoxy ferulic acid (2), phenethyl-β-D-glucopyranoside (3), veratric acid (4), were isolated. Scrocaffeside D (1) was a new one, and other known compounds were also isolated from the plants of Picrorhiza Royle for the first time. Their structures were elucidated on the basis of chemical

Two pyridine alkaloids, 5-ethoxypyridin-2-ol, named olerapyridineol (1) and methyl 5-hydroxynicotinate (2), were obtained from the Portulaca oleracea L., from which compound 1 was the new compound and compound 2 was isolated from P. oleracea for the first time. The structure of compound 1 was identified by UHPLC-ESI-Q-TOF/MS, 1D, 2D NMR. Compounds 1–2 presented antioxidant activities with IC50 values

Brown macroalgae are rich in bioactive compounds, rendering them highly suitable for applications in food, feed, and biomedicine. Through a detailed analysis of the main constituents (pigments, polyphenols, proteins and amino acids, fatty acids, carbohydrates, and minerals) in seaweeds sampled during the summer–autumn period, August was identified as the optimal month for collecting macroalgae. This

The contents and compositions of neutral and polar lipids and lipophilic compounds (LCs) from seeds of the halophyte endemic plant Zygophyllum oxianum Boriss. were established. Squalene was observed for the first time in lipids from seeds of a plant in the family Zygophyllaceae. The fatty-acid compositions of three lipid groups were dominated by linoleic acid (18:2n6). LCs from seeds of Z. oxianum

In this study, two new naphtho[2,3-b]furans (1 and 2), together with five known naphthalene analogues (3–7), were isolated from the dry distillation products of tobacco stem bark. Their structures were determined by means of HR-ESI-MS and extensive 1D and 2D NMR spectroscopic studies. Compounds 1 and 2 were evaluated for their antibacterial activities against five pathogenic strains (Staphylococcus

Lipids, the fatty-acid composition, and lipophilic compounds isolated from roots of freshly collected Ferula tenuisecta Korovin (Apiaceae) were studied for the first time. Free fatty acids, four phospholipid and glycolipid constituents, and many lipophilic compounds were identified by TLC, GC-MS, and GC-FID. A broad spectrum of acyl fragments (from C7 to C24), the main ones of which were unsaturated

A glucogalactan with molecular mass 36 kDa and glucose:galactose ratio of 1.0:1.54 was isolated from leaves of Ficus carica L. The structure of the glucogalactan was studied by chromic oxidation, methylation, and 13C NMR spectroscopy. The main chain of the GG-Fc glucogalactan macromolecule included mainly β-1,3-bonded galactopyranose residues, several of which had C-4 side branches. The glucose residues

Two new anthraquinone derivatives, named 1,3,6,8-tetrahydroxy-2-(methoxymethyl)anthracene-9,10-dione (1) and 1,3,6,8-tetrahydroxy-2-methylanthracene-9,10-dione (2), together with a known γ-pyrone derivative, kojic acid (3), were isolated from the mangrove rhizosphere soil-derived fungus Aspergillus sp. N4-8. The structures of compounds 1 and 2 were elucidated by combined spectroscopic methods including

Twenty-six compounds, including one new 2-(2-phenylethyl)chromone derivative, (R)-2-(1-hydroxy-2- phenylethyl)chromone (1), and one new resorcylic acid lactone, (S)-de-O-methylhispidulactone A (2), were isolated from the nonresinous heartwood of Aqualaria sinensis (Lour.) Spreng. Among these compounds, (S)-de-O-methylhispidulactone A (2), 2-(2-phenylethyl)chromone (4), 2-[2-(4-hydroxyphenyl)ethyl]chromone

Two new lignans, named (7′R)-7′-hydroxy-5′-methoxylariciresinol (1) and (7′S)-7′-hydroxy-5′- methoxylariciresinol (2) were isolated from the stems of Cinnamomum tenuifolium (Lauraceae) and the roots of Coix lacryma-jobi L., along with five known compounds, (+)-syringaresinol (3), (+)-medioresinol (4), (+)-pinoresinol (5), (+)-lariciresinol (6), and (+)-5,5′-dimethoxylariciresinol (7). The structure

Adamantyl-containing derivatives of lappaconitine were prepared via reactions of N-20-norlappaconitine, N-deacetyllappaconitine, and their derivatives with 1-adamantylisocyanate and 1-adamantylisothiocyanate.

One new coumaronochromone named 5,7,2′-trihydroxy-6-methoxycoumaronochromone (1), and six known compounds named benzyl-O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside (2), chikusetsusaponin V (3), crotonine (4), ayamenin A (5), achyranthoside A (6), 5-hydroxypyridine-2-carboxylic acid methyl ester (7), were obtained from Achyranthes bidentata. The antihyperuricemic acid activities of these isolated

Apigenin 7-O-sophoroside, chrysoeriol 7-O-sophoroside, and four new flavonoids 1–4 were observed in leaves of Carduus nutans ssp. leiophyllus (Petrovic) Stoj. & Stef. (syn. C. thoermeri Weinm.). The structures of the new compounds were determined using UV and NMR spectroscopy and mass spectrometry as luteolin 7-O-[2′′-O-(4′′′-O-acetyl)-β-D-glucopyranosyl]-β-D-glucopyranoside (carduleioside A, 1), chrysoeriol

One previously undescribed flavone analogue, 5,4′-dihydroxy-7,6-(2′′,3′′-furano)flavone (14), together with 13 known ones, were isolated from the unripe fruits of Ficus religiosa L. (Moraceae). The structures of all isolates were elucidated on the basis of extensive analyses of spectroscopic data and comparison with data from the literature.

A new 2,3-dihydrofuran, synsedulcifuran (1) was isolated from the fruits of Synsepalum dulcificum (Schumach. & Thonn.) Daniell (Sapotaceae). The structure of the new 2,3-dihydrofuran was elucidated by chemical and physical evidence.

A new tetraphenylene, named 6-(3′,4′-dihydroxy-5-methyl-[1,1′-biphenyl]-3-yl)-2,5-dihydroxybenzofuran-7-yl 2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)benzoate (1), and seven known biphenyl derivatives (2–8) were isolated from Cucumis bisexualis for the first time. The structures of compounds (1–8) were determined by their spectral data and related references. Compounds (1–8) were evaluated for their hepatoprotective

New conjugates of lupane triterpenoids bound through a 1,2,3-triazole linker with gallate derivatives were prepared via Cu-catalyzed cycloaddition reactions of [3β,28-diacetoxy-20(29)-lupen-30-yl]azide and 3β-acetoxylup-20(29)-en-30-azido-28-oic acid with gallate derivatives with propargyl substituents in various positions. Conjugate 4 based on betulin with a modified gallate substituent containing

Two new aromatic sesquiterpenes, nicosesquites C and D (1 and 2), as well as five known sesquiterpenes (3–7), were isolated from tobacco flower extract. Their structures were determined mainly by spectroscopic methods, including extensive 1D and 2D NMR techniques. Compounds 1 and 2 were tested for their antibacterial activity against five pathogenic strains (Staphylococcus aureus, Escherichia coli

Pyridin-3-ylmethylylidene derivatives of methyl betulonate were synthesized. Six new Pd(II) complexes of them were obtained. The effects of these compounds on A549 (non-small-cell lung carcinoma) and HCT116 cell lines (colon cancer) were assessed by the MTT assay. 3-{(E)-[28-Methoxy-3,28-dioxolup-20(29)-en-2-ylidene]methyl}-1-methylpyridinium tetrafluoroborate exhibited potent cytotoxic activity on

A new alkaloid, (S)-1-methyl-2-nitroso-1,2,3,4-tetrahydroisoquinoline-6,7-diol (1), named oleraisoquinoline A, and 9 known compounds, iseluxine (2), oleracrylimide E (3), oleracrylimide A (4), oleracrylimide B (5), chrysoeriol (6), 2-(2-hydroxyphenyl)-5,7-dimethoxychroman-4-one (7), portulacanone C (8), portulacanone D (9), and 2,2′-dihydroxy-4′,6′-dimethoxychalcone (10), were obtained from P. oleracea

The herb of Nonea rossica Steven (Boraginaceae) contained 23 compounds, including new acetates of astragalin and trifolin (1–5). UV and NMR spectroscopy and mass spectrometry found that the new flavonoids were kaempferol 3-O-(3′′-O-acetyl)-β-D-glucopyranoside (noneaside B, 1), kaempferol 3-O-(3′′-O-acetyl)-β-D-galactopyranoside (noneaside C, 2), kaempferol 3-O-(4′′-O-acetyl)-β-Dglucopyranoside (noneaside

A new neolignan derivative, myrisellipin (1), has been isolated from the seeds of Myristica elliptica var. simiarum, together with seven known compounds, licarin A (2), accuminatin (3), butein (4), 3′-hydroxypterostilbene (5), malabaricone B (6), malabaricone C (7), and 3-(3,4,5-trimethoxyphenyl)-2-(E)-propen-1-ol (8). The structure of new compound 1 was determined through spectroscopic and MS analyses

Derivatives of the tropane alkaloid convolvine with a series of iso(thio)cyanates were synthesized. The structures of the synthesized compounds were proved using IR and NMR spectroscopic data and X-ray crystal structure analyses (for 3b and 3c).

One previously undescribed imide analogue M7 (1), along with three known ones, methyl palmitate (2), methyl linoleate (3) and ergosterol peroxide (4), were isolated from the EtOAc extract of the culture broth of an actinobacteria Streptomyces sp. M7. The structure was elucidated on the basis of extensive analyses of spectroscopic data and comparison with literature data.

A new flavonol glycoside that was called rosanoside was isolated from the aerial part of the plant Oxytropis rosea. Its structure was established by analyzing data from 1H and 13C NMR spectra and DEPT, HSQC, and HMBC experiments. Rosanoside had the structure rhamnocitrin-3-O-(6′′-crotonoyl-β-D-glucopyranoside).

Vietnamese ginseng (Panax vietnamensis), one of the famous Panax genus, is distributed and cultivated in the central area of Vietnam. This study investigates the chemical profile of the leaf part of the title plant, and has led to the isolation of one new alcohol glycoside and four ginsenosides. The structures of the obtained compounds were established as (2S)-pentyl-2-ol 2-O-β-D-apiofuranosyl-(1→6)-β-D-

A new naphtho[2,3-c]furan-1(3H)-one derivative, 6,8,9-trihydroxynaphtho[2,3-c]furan-1(3H)-one (1), has been isolated from the stem bark of Rhamnus kanagusukii, together with eight known compounds, chrysophanol (2), emodin (3), rhamnazin (4), kaempferol (5), apigenin (6), taxifolin (7), ferulic acid (8), and gallic acid (9). The structure of new compound 1 was determined using spectroscopic and MS analyses

In this study, two new (1 and 2), together with five known (3–4) naphthoquinones were isolated from the Nicotiana tabacum-derived endophytic Fusarium solani. Their structures were determined by means of HR-ESI-MS and extensive 1D and 2D NMR spectroscopic studies. All compounds were evaluated for their antibacterial activities against five nitrosobacteria strains (Nitrosomonas communis, Nitrosomonas