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1.  (E)-N′-(3,4-Dihy­droxy­benzyl­idene)-2,4-dimethyl­benzohydrazide monohydrate 
In the title compound, C16H16N2O3·H2O, the dihedral angle between the benzene rings is 30.27 (7)°. In the crystal, the components are linked by N—H⋯O, O—H⋯O and C—H⋯O inter­actions into a three-dimensional network.
doi:10.1107/S1600536813005692
PMCID: PMC3629524  PMID: 23634042
2.  (E)-2,4-Dimethyl-N′-(2-methyl­benzyl­idene)benzohydrazide 
In the title benzoyl­hydrazide derivative, C17H18N2O, the dihedral angle between the benzene rings is 88.45 (8)° and the azomethine double bond adopts an E conformation. In the crystal, mol­ecules are linked by N—H⋯O and C—H⋯O hydrogen bonds, forming a chain along the b axis.
doi:10.1107/S1600536813004388
PMCID: PMC3588470  PMID: 23476582
3.  (E)-N′-(4-Chloro­benzyl­idene)-2-meth­oxy­benzohydrazide 
In the title hydrazone derivative, C15H13ClN2O2, the dihedral angle between the benzene rings is 2.36 (2)°. An intra­molecular N—H⋯O hydrogen bond is present. In the crystal, N—H⋯O and C—H⋯O hydrogen bonds link the mol­ecules into chains running parallel to the b axis.
doi:10.1107/S160053681300175X
PMCID: PMC3569803  PMID: 23424549
4.  (E)-2-Meth­oxy-N′-(2,4,6-trihy­droxy­benzyl­idene)benzohydrazide 
In the title hydrazone derivative, C15H14N2O5, the benzene rings are twisted by 7.55 (8)° with respect to each other. The azomethine double bond adopts an E conformation. The mol­ecular structure is stabilized by intra­molecular O—H⋯N and N—H⋯O hydrogen bonds, generating S6 ring motifs. In the crystal, mol­ecules are linked into a three-dimensional network by O—H⋯O hydrogen bonds.
doi:10.1107/S1600536813001748
PMCID: PMC3569804  PMID: 23424550
5.  3-[2-(Triphenyl­phosphanyl­idene)acet­yl]-2H-chromen-2-one 
In the title compound, C29H21O3P, a coumarin-substitued ylid, the P atom is linked to three benzene rings and a planar coumarin moiety via a methyl­enecarbonyl group. The bond lengths in the P=C–C=O fragment clearly indicate a delocalized system involving the olefinic and carbonyl bonds. The mol­ecular structure is stabilized by an intra­molecular C—H⋯O inter­action that results in an S7 graph-set ring motif. In the crystal, mol­ecules are linked into a three-dimensional framework by C—H⋯O hydrogen bonds.
doi:10.1107/S160053681300127X
PMCID: PMC3569778  PMID: 23424524
6.  N′-[(E)-2-Hy­droxy-5-meth­oxy­benzyl­idene]-2-meth­oxy­benzohydrazide 
The mol­ecule of the title compound, C16H16N2O4, adopts an E conformation about the azomethine C=N double bond. The dihedral angle formed by the benzene rings is 18.88 (9)°. The mol­ecular conformation is stabilized by an intra­molecular O—H⋯N hydrogen bond, which forms an S(6) ring. In the crystal, the mol­ecules are linked into chains parallel to [001] by N—H⋯O hydrogen bonds. The chains are further connected into a three-dimensional network by π–π stacking inter­actions with centroid–centroid distances of 3.6538 (10) and 3.8995 (11) Å.
doi:10.1107/S1600536812042389
PMCID: PMC3588809  PMID: 23468774
7.  N′-[(E)-2,3-Dihy­droxy­benzyl­idene]-2-meth­oxy­benzohydrazide 
The title compound, C15H14N2O4 adopts an E conformation about the azomethine double bond. Intra­molecular N—H⋯O and O—H⋯N hydrogen bonds generate S(6) rings and help to establish the molecular conformation. The dihedral angle between the benzene rings is 17.84 (10)°. In the crystal, mol­ecules are linked by O—H⋯O and C—H⋯O hydrogen bonds into a two-dimensional network with a herring-bone pattern arranged parallel to the bc plane.
doi:10.1107/S1600536812042390
PMCID: PMC3588810  PMID: 23468775
8.  (E)-4-Meth­oxy-N′-(3,4,5-trihy­droxy­benzyl­idene)benzohydrazide methanol monosolvate 
The title compound, C15H14N2O5·CH3OH, displays an E conformation about the azomethine double bond [C=N = 1.277 (2) Å] and the benzene rings are inclined to one another by 18.28 (9)°. An intra­molecular O—H⋯O hydrogen bond occurs between the para-OH group and one of the meta-O atoms of the 3,4,5-trihy­droxy­benzyl­idene group. In the crystal, the components are linked into a three dimensional network by O—H⋯O, O—H⋯N and C—H⋯O hydrogen bonds.
doi:10.1107/S1600536812036550
PMCID: PMC3470206  PMID: 23125650
9.  (E)-4-Meth­oxy-N′-[(pyridin-4-yl)methyl­idene]benzohydrazide monohydrate 
In the title compound, C14H13N3O2·H2O, the azomethine double bond adopts an E conformation and the N—N=C—C torsion angle is 178.37 (19)°. The dihedral angle between the benzene and pyridine rings is 5.58 (12)° and the C atom of the meth­oxy group is roughly coplanar with its attached ring [deviation = 0.157 (3) Å]. In the crystal, the components are linked by O—H⋯O, O—H⋯N, N—H⋯O and C—H⋯O hydrogen bonds, forming (001) sheets. The water O atom accepts one N—H⋯O and two C—H⋯O inter­actions from the adjacent organic mol­ecule.
doi:10.1107/S1600536812034988
PMCID: PMC3435810  PMID: 22969656
10.  (E)-N′-(3,4-Dimeth­oxy­benzyl­idene)-4-meth­oxy­benzohydrazide 
In the title compound, C17H18N2O4, the azomethine double bond adopts an E conformation with an N—N—C—C torsion angle of −178.3 (3)°. The benzene rings are almost coplaner, with a dihedral angle of 2.98 (14)° between their mean planes. In the crystal, the molecules are linked by N—H⋯O hydrogen bonds, resulting in chains of mol­ecules lying parallel to the b axis. The structure is further consolidated by rather weak C—H⋯O hydrogen-bonding inter­actions, resulting in six-membered rings about inversion centers linked into chains arranged parallel to the b axis.
doi:10.1107/S1600536812034228
PMCID: PMC3435812  PMID: 22969658
11.  Methyl (E)-3,5-dimeth­oxy-2-{[2-(4-meth­oxy­benzo­yl)hydrazin-1-yl­idene]meth­yl}benzoate 
In the title compound, C19H20N2O6, the azomethine [C=N = 1.269 (2) Å] double bond adopts an E conformation and the dihedral angle between the planes of the benzene rings is 17.41 (11)°. In the crystal, inversion dimers linked by pairs of N—H⋯O hydrogen bonds generate R 2 2(16) loops. The dimers are connected by C—H⋯O and C—H⋯N hydrogen bonds, forming sheets lying parallel to (100).
doi:10.1107/S1600536812034782
PMCID: PMC3435694  PMID: 22969565
12.  Mitigation of H2O2-Induced Mitochondrial-Mediated Apoptosis in NG108-15 Cells by Novel Mesuagenin C from Mesua kunstleri (King) Kosterm 
This study was aimed to isolate and evaluate neuroprotective compounds from the hexane extract of the bark of Mesua kunstleri (Clusiaceae) on H2O2-induced apoptosis in NG108-15 cells. Five 4-phenylcoumarins were isolated by using various chromatographic techniques via neuroprotective activity-guided fractionation and isolation from the active hexane extract. The chemical structures of the isolated compounds were confirmed by NMR spectroscopic data interpretation and comparison with literature values. Cell viability data demonstrated that mesuagenin C 3 significantly increased cell viability. Hoechst 33342/PI staining illustrated mesuagenin C 3 was able to abate the nuclear shrinkage, chromatin condensation and formation of apoptotic bodies. Pretreatment with mesuagenin C 3 reduced total annexin V positive cells and increased the level of intracellular glutathione (GSH). Mesuagenin C 3 attenuated membrane potential (Δψm), reduced Bax/Bcl-2 ratio and inactivated of caspase-3/7 and -9. These results indicated that mesuagenin C 3 could protect NG108-15 cells against H2O2-induced apoptosis by increasing intracellular GSH level, aggrandizing Δψm, and modulating apoptotic signalling pathway through Bcl-2 family and caspase-3/7 and -9. These findings confirmed the involvement of intrinsic apoptotic pathway in H2O2-induced apoptosis and suggested that mesuagenin C 3 may have potential therapeutic properties for neurodegenerative diseases.
doi:10.1155/2012/156521
PMCID: PMC3418696  PMID: 22956972
13.  6-[(2E)-3,7-Dimethyl­octa-2,6-dien-1-yl]-5,7-dihy­droxy-8-(2-methyl­butano­yl)-4-phenyl-2H-chromen-2-one–6-[(2E)-3,7-dimethyl­octa-2,6-dien-1-yl]-5,7-dihy­droxy-8-(3-methyl­butano­yl)-4-phenyl-2H-chromen-2-one (1/1) from Mesua elegans 1  
The title co-crystal, C30H34O5·C30H34O5, comprises a 1:1 mixture of two mostly superimposed mol­ecules with the same chemical formula that differ in the nature of the substituent (2-methyl­butanoyl or 3-methyl­butano­yl) bound at the exocyclic ketone. The lactone ring is close to planar (r.m.s. deviation = 0.058 Å) and the phenyl ring is twisted out of this plane [dihedral angle = 60.08 (9)°]. The geranyl substituent is almost normal to benzene ring to which it is connected [C—C—Car—Car (ar = aromatic) torsion angle = −87.8 (2)°]. Intra­molecular O—H⋯O and O—H⋯π inter­actions are formed. In the crystal, supra­molecular chains are formed along the a axis owing to C—H⋯O contacts, with the lactone carbonyl atom accepting two such bonds.
doi:10.1107/S1600536812008628
PMCID: PMC3343921  PMID: 22590002
14.  1-Meth­oxy-4-methyl-9,10-anthraquinone 
The non-H atoms of the title compound, C16H12O3, lie approximately in a common plane (r.m.s. deviation = 0.032 Å). The methyl C atom is forced away from the carbonyl O atom which can be seen by the widened Cfused ring–Cbenzene–Cmeth­yl angle of 125.8 (2)°.
doi:10.1107/S1600536811041912
PMCID: PMC3247377  PMID: 22219995
15.  Rauniticine-allo-oxindole B methanol monosolvate 
The title penta­cyclic oxindole alkadoid, isolated from Uncaria longiflora, crystallizes as a methanol solvate, C20H22N2O4·CH4O. The five-membered ring comprising the indole fused ring is nearly planar [maximum atomic deviation = 0.031 (2) Å], whereas the five-membered ring having alphatic C atoms adopts an envelope shape (with the tertiary N atom representing the flap). The six-membered ring that shares an N atom with the envelope-shaped ring adopts a chair shape; the six-membered ring having an O atom is sofa-shaped. The carb­oxy­lic acid group acts as a hydrogen-bond donor to a methanol mol­ecule; this, in turn, acts as a hydrogen-bond donor to the double-bond carboxyl O atom of an adjacent mol­ecule, generating a chain. Adjacent chains are linked by N—H⋯O hydrogen bonds, forming a layer motif.
doi:10.1107/S1600536811016710
PMCID: PMC3120594  PMID: 21754740
16.  3-Acetyl-5-hy­droxy-2-methyl­anthra[1,2-b]furan-6,11-dione 
The asymmetric unit of the title compound, C19H12O5, contains two independent mol­ecules, both slightly buckled along an axis passing through the C=O bonds of the anthraquinone ring system (r.m.s. deviation of non-H atoms = 0.082 and 0.148 Å): the benzene rings are twisted to each other by 4.3 (3)°in one mol­ecule and 10.6(3)° in the other. In both mol­ecules, the hy­droxy group forms an intra­molecular O—H⋯O hydrogen bond. The two independent mol­ecules inter­act by π–π stacking with a centroid–centroid distance of 3.539 (2) Å between hy­droxy­benzene rings of adjacent mol­ecules.
doi:10.1107/S1600536811013389
PMCID: PMC3089359  PMID: 21754452
17.  1,3-Dihydr­oxy-2-methoxy­methyl-9,10-anthraquinone from Rennellia elliptica Korth. 
The title compound, C16H12O5, common name: lucidin ω-methyl ether, exists as a planar mol­ecule (r.m.s. deviation = 0.04 Å). Within the mol­ecule, the 1-hydr­oxy group forms a hydrogen bond to the adjacent carbonyl O atom, and the 3-hydr­oxy group forms a hydrogen bond to the adjacent meth­oxy O atom. The meth­oxy O atom is disordered over two positions of equal occupancy.
doi:10.1107/S1600536809017607
PMCID: PMC2969543  PMID: 21583274
18.  1-Hydr­oxy-2-meth­oxy-6-methyl-9,10-anthraquinone from Rennellia elliptica Korth. 
The title compound, C16H12O4, exists as planar molecules in the solid state (r.m.s. deviation of 0.02 Å in one mol­ecule and 0.07 Å in the second independent mol­ecule comprising the asymmetric unit). In each mol­ecule, the 1-hydr­oxy group forms an intra­molecular hydrogen bond to the adjacent carbonyl O atom.
doi:10.1107/S1600536809017619
PMCID: PMC2969574  PMID: 21583275
19.  2-Formyl-3-hydr­oxy-9,10-anthroquinone 
The mol­ecule of the title compound, C15H8O4, is approximately planar. An intra­molecular O—H⋯O hydrogen bond is observed between the hydr­oxy and formyl groups. The crystal used was a nonmerohedral twin, with a minor twin component of 15.9%.
doi:10.1107/S1600536808032224
PMCID: PMC2959712  PMID: 21581024
20.  1,3-Dihydr­oxy-9,10-dioxo-9,10-di­hydro­anthracene-2-carbaldehyde 
The title compound, C15H8O5, also known as nordamnacanthal, was isolated from the Malaysian Morinda citrifolia L. The 20 non-H atoms are coplanar. The structure is stabilized by intra­molecular O—H⋯O hydrogen bonds and inter­molecular O—H⋯O and C—H⋯O hydrogen bonds, forming bilayers of mol­ecular tapes with alternating stacking directions along the a axis.
doi:10.1107/S1600536808004169
PMCID: PMC2960756  PMID: 21201935

Results 1-20 (20)