Novel compounds and pharmaceutical preparations
OwnerJarl Erik Sylvester Wikberg, Philippe Rasoanaivo +2inventors
InventorsJarl Erik Sylvester Wikberg, Philippe Rasoanaivo, Rasolaondratovo Benoit, Andriantiaray Solofoniaina Razafimahefa
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Abstract
Ectracts and pharmaceuticals form Neobeguea mahafalenstis, the procedures for their preparation, and their use for eliciting sexual enhancing effect and for treatment of sexual dysfuntion, in particular erectile dysfunction and hypoactive desire disorders are disclosed. The structures of the chemical compounds in these extracts causing secual enhancing effect, the preparation of these compounds and the parmaceuticals prepared from them are disclosed.
Claims22
-80. (canceled)
A process for producing an extract from a Neobeguea spp. root tissue, the process for producing the extract involving at least one of the steps:
- (i) isolating a lipid soluble fraction, and
- (ii) isolating a high molecular weight fraction.
A process for producing an extract from a Nebeguea spp. root tissue, the process for producing the extract involving at least one of the steps:
- (i) isolating a lipid soluble fraction, and
- (ii) isolating a high molecular weight fraction,
- wherein the extract or lipid soluble fraction or high molecular weight fraction
- (A) has sexual enhancing activity;
- or
- (B) contains at least 0.05%, more preferably at least 0.1%, even more preferably at least 0.15%, even more preferably at least 0.2%, and even more preferably at least 0.25%, and most preferably at least 0.3% of a chemical as defined in claim 96;
- or
- (C) wherein the lipid soluble fraction or the extract is entirely soluble with an amount of at least 1 mg/ml, more preferably at least 2 mg/ml, even more preferably at least 4 mg/ml, even more preferably at least 8 mg/ml, even more preferably at least 12 mg/ml, even more preferably at least 16 mg/ml, and most preferably at least 18 mg/ml in sun flower oil and/or in octan-1-ol at the temperature 20° C.;
- or
- (D) wherein one or more of Nebeguea spp. stem bark, seeds, branches, trunk, leaves or fruit are used.
A process for producing an extract from a Nebeguea spp. root tissue, the process for producing the extract involving at least one of the steps:
- (i) isolating a lipid soluble fraction, and
- (ii) isolating a high molecular weight fraction, wherein the extract contains a chemical compound as defined in claim 96, wherein the compound is assayed by use of chromatography and/or mass spectrometry.
A chemical compound having the general formula of structure III:
- wherein R1 is a substituent having from one to 30 atoms of any type(s), more preferably one to 16 atoms, more preferably one to 12 atoms and most preferably one to 10 atoms, with hydrogen, oxygen, carbon, sulphur, nitrogen, phosphorous and halogen atoms being preferred;
- the R1 substituent being a hydrogen and/or linear, branched and/or cyclic structure;
- the R1 substituent preferably comprising of from zero to 10 heavy atoms, even more preferably zero to 6 heavy atoms, even more preferably zero to 4 heavy atoms, even more preferably zero to 3 heavy atoms, and most preferably zero to 2 heavy atoms;
- most preferably the substituent being comprised of any one of hydrogen, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, cyclopropyl, cyclopropenyl, cyclobutyl, cyclopentyl, cyclohexyl, alkyl, cyclic alkyl, halogenated alkyl, halogenated cyclic alkyl, propenyl, halogenated propenyl, alkenyl, halogenated alkenyl, halogenated cyclic alkenyl, alkynyl, halogenated alkynyl, aryl, halogenated aryl, with methyl being most preferred,
- and wherein R2 is a substituent having from one to 30 atoms of any type(s), more preferably one to 20 atoms, and most preferably one to 16 atoms, with hydrogen, oxygen, carbon, sulphur, nitrogen, phosphorous and halogen being preferred;
- the R2 substituent being a hydrogen or a linear, branched and/or cyclic structure;
- the R2 substituent preferably comprising of from zero to 10 heavy atoms, even more preferably zero to 8 heavy atoms, even more preferably zero to 6 heavy atoms, even more preferably zero to 5 heavy atoms;
- most preferably the substituent being composed of any one of hydrogen, methyl, ethyl, propyl, isopropyl, cyclopropyl, cyclopropenyl, butyl, isobutyl, cyclobutyl, alkyl, halogenated alkyl, cyclic alkyl, halogenated cyclic alkyl, propenyl, halogenopropenyl, alkenyl, halogenated alkenyl, cyclic alkenyl, halogenated cyclic alkenyl, alkynyl, halogenated alkynyl, aryl, halogenated aryl, acetyl, halogenoacetyl, propionyl, halogenopropionyl, butyryl, halogenobutyryl, isobutyryl, halogenoisobutyryl, alkyryl, halogenated alkyryl, cyclic alkyryl, halogenated cyclic alkyryl, benzoyl, aryryl, with a hydrogen or acetyl group or isobutyryl group being most preferred,
- and wherein R3 is a substituent having from one to 30 atoms of any type(s), more preferably one to 20 atoms, and most preferably one to 16 atoms, with hydrogen, oxygen, carbon, sulphur, nitrogen, phosphorous and halogen being preferred;
- the R3 substituent being a hydrogen or a linear, branched and/or cyclic structure;
- the R3 substituent preferably comprising of from zero to 10 heavy atoms, even more preferably zero to 8 heavy atoms, even more preferably zero to 6 heavy atoms, even more preferably zero to 5 heavy atoms;
- most preferably the substituent being composed of any one of hydrogen, methyl, ethyl, propyl, isopropyl, cyclopropyl, cyclopropenyl, butyl, isobutyl, cyclobutyl, alkyl, halogenated alkyl, cyclic alkyl, halogenated cyclic alkyl, propenyl, halogenopropenyl, alkenyl, halogenated alkenyl, cyclic alkenyl, halogenated cyclic alkenyl, alkynyl, halogenated alkynyl, aryl, halogenated aryl, acetyl, halogenoacetyl, propionyl, halogenopropionyl, butyryl, halogenobutyryl, isobutyryl, halogenoisobutyryl, alkyryl, halogenated alkyryl, cyclic alkyryl, halogenated cyclic alkyryl, benzoyl, aryryl, with a hydrogen or acetyl group or isobutyryl group being most preferred,
- and wherein R4 is a substituent connected by single or double bond having from one to 32 atoms, more preferably one to 18 atoms, more preferably one to 15 atoms more preferably one to 12 atoms, and most preferably one to 9 atoms with hydrogen, oxygen, carbon, sulphur, nitrogen, phosphorous and halogen atoms being preferred;
- the R4 substituent preferably being a hydrogen or a linear or branched and/or cyclic structure;
- the R4 substituent preferably comprising between 0 to 12 heavy atoms, even more preferably between 0 to 11 heavy atoms, even more preferably between 0 to 10 heavy atoms, even more preferably between 0 to 9 heavy atoms, even more preferably between 0 to 8 heavy atoms, even more preferably between 0 to 7 heavy atoms, even more preferably between 0 to 6 heavy atoms, and most preferably between 0 to 5 heavy atoms;
- most preferably the substituent being comprised of any of hydrogen, halogeno, oxo, hydroxy, methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, alkoxy, halogenated alkoxy, ethenyloxy, propenyloxy, alkenyloxy, halogenated alkenyloxy, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, alkyl, halogenated alkyl, hydroxymethyl, hydroxyethyl, hydroxypropyl, hydroxyispropyl, hydroxybutyl, hydroxyisobutyl, hydroxyalkyl, halogenenated alkyl, methylene, ethenyl, propenyl, isopropenyl, butenyl, isobutenyl, alkenyl, halogenated alkenyl, acetyl, halogenoacetyl, propionyl, butyryl, isobutyryl, alkyryl, halogenated alkyryl, acetyloxy, halogenoacetyloxy, propionyloxy, isopropionyloxy, butyryloxy, isobutyryloxy, alkyryloxy, halogenated alkyryloxy, 2-oxy-2-methyl-ethyl, hydroxy-oxomethyl, 2-hydroxy-2-oxoethyl, 3-hydroxy-3-oxopropionyl, methoxy-oxomethyl, ethoxy-oxomethyl, propoxy-oxomethyl, isopropoxy-oxomethyl, butoxy-oxomethyl, isobutoxy-oxomethyl, alkoxy-oxomethyl, 2-methoxy-2-oxoethyl, 2-ethoxy-2-oxoethyl, 2-propoxy-2-oxoethyl, 2-isopropoxy-2-oxoethyl, 2-butoxy-2-oxoethyl, 2-isobutoxy-2-oxoethyl, 2-alkoxy-2-oxoethyl, hydroxymethylene, 1-hydroxyethylidene, 1-hydroxypropylidene, 1-hydroxy-2-methylpropylidene, 1-acetyloxy-2-methylpropylidene, 1-halogenoacetyloxy-2-methylpropylidene, 1-alkyryloxy-2-methylpropylidene, 1-halogenoalkyryloxy-2-methylpropylidene, with hydrogen or isobutyryl or 1-hydroxy-2-methylpropylidene being most preferred,
- and wherein R5 is a substituent connected by single or double bond having from one to 32 atoms, more preferably one to 18 atoms, more preferably one to 15 atoms, more preferably one to 12, more preferably or one to 10 atoms, more preferably one to 8 atoms and most preferably one to 7 atoms, with hydrogen, oxygen, carbon, sulphur, nitrogen, phosphorous and halogen atoms being preferred;
- the R5 substituent preferably being a hydrogen or an oxygen or a linear or branched and/or cyclic structure;
- the R5 substituent preferably comprising between 0 to 12 heavy atoms, even more preferably between 0 to 11 heavy atoms, even more preferably between 0 to 10 heavy atoms, even more preferably between 0 to 9 heavy atoms, even more preferably between 0 to 8 heavy atoms, even more preferably between 0 to 7 heavy atoms, even more preferably between 0 to 6 heavy atoms, more preferably between 1 to 5 heavy atoms and most preferably between 1 to 4 heavy atoms;
- most preferably the substituent being comprised of any of hydrogen, halogeno, oxo, hydroxy, methoxy, ethoxy, propoxy, butoxy, isobutoxy, alkoxy, halogenated alkoxy, ethenyloxy, propenyloxy, alkenyloxy, halogenated alkyloxy, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, alkyl, halogenated alkyl, hydroxymethyl, hydroxyethyl, hydroxypropyl, hydroxyisopropyl, hydroxybutyl, hydroxyisobutyl, hydroxyalkyl, methylene, ethenyl, propenyl, isopropenyl, butenyl, isobutenyl, alkenyl, halogenated alkenyl, acetyl, halogenoacetyl, propionyl, isopropionyl, butyryl, isobutyryl, alkyryl, halogenated alk 1, acetyloxy, halogenoacetyloxy, propionyloxy, halogenopropionyloxy, butyryloxy, halogenobutyryloxy, isobutyryloxy, halogenoisobutyryloxy, alkyryloxy, halogenated alkyryloxy, 2-oxy-2-methyl-ethyl, hydroxy-oxomethyl, 2-hydroxy-2-oxoethyl, 3-hydroxy-3-oxopropionyl, methoxy-oxomethyl, ethoxy-oxomethyl, propoxy-oxomethyl, isopropoxy-oxomethyl, butoxy-oxomethyl, isobutoxy-oxomethyl, alkoxy-oxomethyl, 2-methoxy-2-oxoethyl, 2-ethoxy-2-oxoethyl, 2-propoxy-2-oxoethyl, 2-isopropoxy-2-oxoethyl, 2-butoxy-2-oxoethyl, 2-isobutoxy-2-oxoethyl, 2-alkoxy-2-oxoethyl, hydroxymethylene, 1-hydroxyethylidene, 1-hydroxypropylidene, 1-hydroxy-2-methylpropylidene, with oxo and acetyloxy being preferred,
- or a pharmaceutically acceptable salt thereof,
- and which is optionally capable of eliciting a sexual enhancing effect.
Dependencies are inferred from the claim text.