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1. 发明授权

US5110953A Process for preparing compositions containing unsaturated lactones, products produced thereby and organoleptic uses of said products 失效
公开(公告)号：US5110953A
公开(公告)日：1992-05-05
申请号：US623522
申请日：1990-12-07
申请人： Mohamad I. Farbood , James A. Morris , Mark A. Sprecker , Lynda J. Bienkowski , Kevin P. Miller , Manfred H. Vock , Myrna L. Hagedorn
发明人： Mohamad I. Farbood , James A. Morris , Mark A. Sprecker , Lynda J. Bienkowski , Kevin P. Miller , Manfred H. Vock , Myrna L. Hagedorn
IPC分类号： A24B15/40 , C11B9/00 , C12P7/40 , C12P7/42 , C12P17/02
CPC分类号： C12P7/42 , A24B15/403 , C11B9/0073 , C12P17/02 , C12P7/40
摘要： Described is a process for the preparation of compositions of matter containing unsaturated lactones defined according to the generic structure: ##STR1## wherein R represents C.sub.6 alkyl or alkenyl; and X represents C.sub.2, C.sub.4 or C.sub.6 alkylene or alkenylene; with the provisos that R is C.sub.6 alkyl when X is alkenylene and R is C.sub.6 alkenyl when X is alkylene by means of the sequential steps of (i) fermentation of castor oil or ricinoleic acid using a microorganism selected from the group consisting of:Candida petrophilum, ATCC 20226;Candida oleophila, ATCC 20177;Candida sp., ATCC 20504; andCandida sake, ATCC 28137whereby gamma hydroxydecanoic acid and a mixture of other acids defined according to the generic structure: ##STR2## is formed wherein Y represents an oxo-saturated, oxo-unsaturated or di-unsaturated C.sub.9, C.sub.11 or C.sub.13 moiety according to the reaction: ##STR3## (ii) lactonization of the resulting gamma hydroxydecanoic acid by means of simultaneous acidification and heating according to the reaction: ##STR4## and (iii) lactonization (via distillation) of one or more of the resulting acids defined according to the structure: ##STR5## to form one or more lactones defined according to the generic structure: ##STR6## according to the reaction: ##STR7## wherein the sum of the number of carbon atoms in the X moiety and in the R moiety is equal to the number of carbon atoms in the Y moiety minus 1.Also described are the products produced according to such process as well as their organoleptic utilities for augmenting or enhancing the aroma or taste of consumable materials selected from the group consisting of perfume compositions, colognes, perfumed articles, perfumed polymers, foodstuffs, chewing gums, medicinal products, toothpastes, chewing tobaccos and smoking tobaccos.

2. 发明授权

US4960597A Flavoring with mixtures of lactones 失效
标题翻译：用内酯混合调味
公开(公告)号：US4960597A
公开(公告)日：1990-10-02
申请号：US279065
申请日：1988-12-02
申请人： Mohamad I. Farbood , James A. Morris , Mark A. Sprecker , Lynda J. Bienkowski , Kevin P. Miller , Manfred H. Vock , Myrna L. Hagedorn
发明人： Mohamad I. Farbood , James A. Morris , Mark A. Sprecker , Lynda J. Bienkowski , Kevin P. Miller , Manfred H. Vock , Myrna L. Hagedorn
IPC分类号： A24B15/40 , C11B9/00 , C12P7/40 , C12P7/42 , C12P17/02
CPC分类号： C11B9/0073 , A24B15/403 , C12P17/02 , C12P7/40 , C12P7/42
摘要： Described is a process for the preparation of compositions of matter containing unsaturated lactones defined according to the generic structure: ##STR1## wherein R represents C.sub.6 alkyl or alkenyl; and X represents C.sub.2, C.sub.4 or C.sub.6 alkylene or alkenylene; with the provisos that R is C.sub.6 alkyl when X is alkenylene and R is C.sub.6 alkenyl when X is alkylene by means of the sequential steps of (i) fermentation of castor oil or ricinoleic acid using a microorganism selected from the group consisting of:Candida petrophilum, ATCC 20226;Candida oleophila, ATCC 20177;Candida sp., ATCC 20504; andCandida sake, ATCC 28137whereby gamma hydroxydecanoic acid and a mixture of other acids defined according to the generic structure: ##STR2## is formed wherein Y represents an oxo-saturated, oxo-unsaturated or di-unsaturated C.sub.9, C.sub.11 or C.sub.13 moiety according to the reaction: ##STR3## (ii) lactonization of the resulting gamma hydroxydecanoic acid by means of simultaneous acidification and heating according to the reaction: ##STR4## and (iii) lactonization (via distillation) of one or more of the resulting acids defined according to the structure: ##STR5## to form one or more lactones defined according to the generic structure: ##STR6## according to the reaction: ##STR7## wherein the sum of the number of carbon atoms in the X moiety and in the R moiety is equal to the number of carbon atoms in the Y moiety minus 1.Also described are the products produced according to such process as well as their organoleptic utilities for augmenting or enhancing the aroma or taste of consumable materials selected from the group consisting of perfume compositions, colognes, perfumed articles, perfumed polymers, foodstuffs, chewing gums, medicinal products, toothpastes, chewing tobaccos and smoking tobaccos.

3. 发明授权

US4946782A Process for preparing compositions containing unsaturated lactones, products produced thereby and organoleptic uses of said products 失效
标题翻译：制备含有不饱和内酯的组合物，由此生产的产品和所述产品的感官用途的方法
公开(公告)号：US4946782A
公开(公告)日：1990-08-07
申请号：US228512
申请日：1988-08-05
申请人： Mohamad I. Farbood , James A. Morris , Mark A. Sprecker , Lynda J. Bienkowski , Kevin P. Miller , Manfred H. Vock , Myrna L. Hagedorn
发明人： Mohamad I. Farbood , James A. Morris , Mark A. Sprecker , Lynda J. Bienkowski , Kevin P. Miller , Manfred H. Vock , Myrna L. Hagedorn
IPC分类号： A24B15/40 , C11B9/00 , C12P7/40 , C12P7/42 , C12P17/02
CPC分类号： C12P17/02 , A24B15/403 , C11B9/0073 , C12P7/40 , C12P7/42
摘要： Described is a process for the preparation of compositions of matter containing unsaturated lactones defined according to the generic structure: ##STR1## wherein R represents C.sub.6 alkyl or alkenyl; and X represents C.sub.2, C.sub.4 or C.sub.6 alkylene or alkenylene; with the provisos that R is C.sub.6 alkyl when X is alkenylene and R is C.sub.6 alkenyl when X is alkylene by means of the sequential steps of (i) fermentation of castor oil or ricinoleic acid using a microorganism selected from the group consisting of:Candida petrophilum, ATCC 20226;Candida oleophila, ATCC 20177;Candida sp., ATCC 20504; andCandida sake, ATCC 28137whereby gamma hydroxydecanoic acid and a mixture of other acids defined according to the generic structure: ##STR2## is formed wherein Y represents an oxo-saturated, oxo-unsaturated or di-unsaturated C.sub.9, C.sub.11 or C.sub.13 moiety according to the reaction: ##STR3## (ii) lactonization of the resulting gamma hydroxydecanoic acid by means of simultaneous acidification and heating according to the reaction: ##STR4## and (iii) lactonization (via distillation) of one or more of the resulting acids defined according to the structure: ##STR5## to form one or more lactones defined according to the generic structure: ##STR6## according to the reaction: ##STR7## wherein the sum of the number of carbon atoms in the X moiety and in the R moiety is equal to the number of carbon atoms in the Y moiety minus 1.Also described are the products produced according to such process as well as their organoleptic utilities for augmenting or enhancing the aroma or taste of consumable materials selected from the group consisting of perfume compositions, colognes, perfumed articles, foodstuffs, chewing gums, medicinal products, toothpastes, chewing tobaccos and smoking tobaccos.
摘要翻译：描述了根据通用结构定义的含有不饱和内酯的物质组合物的方法：其中R表示C6烷基或烯基; X表示C2，C4或C6亚烷基或亚烯基; 条件是当X是亚烯基时R是C6烷基，当X是亚烷基时，R是C6链烯基，通过以下顺序的步骤：（i）使用选自以下的微生物来蓖麻油或蓖麻油酸发酵：念珠菌，ATCC 20226; 嗜油假丝酵母，ATCC 20177; 念珠菌属，ATCC 20504; 和念珠菌，ATCC 28137，由此形成根据通用结构定义的γ-羟基癸酸和其它酸的混合物：其中Y表示氧代饱和的，不饱和的或不饱和的C 9，C 11或C 13部分，根据（ii）通过根据以下反应的同时酸化和加热来对所得的γ-羟基癸酸进行内酯化：（ⅲ）内酯化（经蒸馏）根据以下结构定义的一种或多种所得酸：以形成根据通用结构定义的一种或多种内酯：根据该反应：其中，碳原子数 X部分和R部分等于Y部分中的碳原子数减1。还描述了根据这种方法产生的产物以及它们的感官效用，用于增强或增强co的香气或味道选自香水组合物，古龙水，香料制品，食品，口香糖，药用产品，牙膏，咀嚼烟草和吸烟烟草的可选材料。

4. 发明授权

US5023347A Process for preparing compositions containing unsaturated lactones, products produced thereby and organoleptic uses of said products 失效
公开(公告)号：US5023347A
公开(公告)日：1991-06-11
申请号：US545610
申请日：1990-06-29
申请人： Mohamad I. Farbood , James A. Morris , Mark A. Sprecker , Lynda J. Bienkowski , Kevin P. Miller , Manfred H. Vock , Myrna L. Hagedorn
发明人： Mohamad I. Farbood , James A. Morris , Mark A. Sprecker , Lynda J. Bienkowski , Kevin P. Miller , Manfred H. Vock , Myrna L. Hagedorn
IPC分类号： A24B15/40 , C11B9/00 , C12P7/40 , C12P7/42 , C12P17/02
CPC分类号： A24B15/403 , C11B9/0073 , C12P17/02 , C12P7/40 , C12P7/42
摘要： Described is a process for the preparation of compositions of matter containing unsaturated lactones defined according to the generic structure: ##STR1## wherein R represents C.sub.6 alkyl or alkenyl; and X represents C.sub.2, C.sub.4 or C.sub.6 alkylene or alkenylene; with the provisos that R is C.sub.6 alkyl when X is alkenylene and R is C.sub.6 alkenyl when X is alkylene by means of the sequential steps of (i) fermentation of castor oil or ricinoleic acid using a microorganism selected from the group consisting of:Candida petrophilum, ATCC 20226;Candida oleophila, ATCC 20177;Candida sp., ATCC 20504; andCandida sake, ATCC 28137whereby gamma hydroxydecanoic acid and a mixture of other acids defined according to the generic structure: ##STR2## is formed wherein Y represents an oxo-saturated, oxo-unsaturated or di-unsaturated C.sub.9, C.sub.11 or C.sub.13 moiety according to the reaction: ##STR3## (ii) lactonization of the resulting gamma hydroxydecanoic acid by means of simultaneous acidification and heating according to the reaction: ##STR4## and (iii) lactonization (via distillation) of one or more of the resulting acids defined according to the structure: ##STR5## to form one or more lactones defined according to the generic structure: ##STR6## according to the reaction: ##STR7## wherein the sum of the number of carbon atoms in the X moiety and in the R moiety is equal to the number of carbon atoms in the Y moiety minus 1.Also described are the products produced according to such process as well as their organoleptic utilities for augmenting or enhancing the aroma or taste or consumable materials selected from the group consisting of perfume compositions, colognes, perfumed articles, perfumed polymers, foodstuffs, chewing gums, medicinal products, toothpastes, chewing tobaccos and smoking tobaccos.

5. 发明授权

US06458569B1 Bioprocess for the high-yield production of food flavor-acceptable jasmonic acid and methyl jasmonate, novel jasmonic acid isomer produced thereby and uses thereof 有权
标题翻译：用于高产量生产食品香料可接受的茉莉酸和茉莉酸甲酯的生物工艺，由此产生的新颖茉莉酸异构体及其用途
公开(公告)号：US06458569B1
公开(公告)日：2002-10-01
申请号：US09935320
申请日：2001-08-22
申请人： Mohamad I. Farbood , Robert W. Blocker , Lynda B. McLean , Mark A. Sprecker , Michael P. McLean , Nicolas Kossiakoff , Augustine Yonghwi Kim , Myrna Hagedorn
发明人： Mohamad I. Farbood , Robert W. Blocker , Lynda B. McLean , Mark A. Sprecker , Michael P. McLean , Nicolas Kossiakoff , Augustine Yonghwi Kim , Myrna Hagedorn
IPC分类号： C12P1702
CPC分类号： C07C69/738 , A23L27/203 , A23L27/24 , A24B15/34 , C07C59/82 , C07C2601/08 , C11B9/003 , C12N1/14 , C12P7/40 , C12P7/62
摘要： Described is a bioprocess for the high-yield production of food flavor-acceptable jasmonic acid and methyl jasmonate, as well as a novel jasmonic acid isomer produced thereby and organoleptic uses thereof. The process yields at least 5% of the “cis” isomer defined according the structure: (wherein R is hydrogen or methyl) or at least 5% of the “cis” isomer defined according to the structure: (wherein R is hydrogen or methyl). Compositions containing at least 98% of the isomer having the structure: with an optical rotation (&agr;D20) of +58° are novel. Compositions containing at least 98% of the isomer having the structure: with an optical rotation (&agr;D20) of +58° are also novel. The process of our invention comprises the cultivation under aerobic condition of one or more specific strain of Diplodia gossypina in a nutrient medium followed either by (1) isolation of the jasmonic acid product or (2) esterification of the jasmonic acid to form methyl jasmonate followed by the isolation of the methyl jasmonate and novel products produced by such process.
摘要翻译：描述了用于高产量生产食用香料可接受的茉莉酸和茉莉酮酸甲酯的生物过程，以及由此产生的新型茉莉酸异构体及其感官应用。该方法得到根据以下结构定义的至少5％的“顺式”异构体：（其中R是氢或甲基）或根据以下结构定义的至少5％的“顺式”异构体：（其中R是氢或甲基）。含有至少98％具有以下结构的异构体的组合物：具有+ 58°的旋光度（αD20）是新颖的。含有至少98％具有以下结构的异构体的组合物：具有+ 58°的旋光度（αD20）也是新颖的。本发明的方法包括在营养培养基中培养一种或多种特异性棉花Diplodia gossypina菌株的好氧条件，然后通过（1）分离茉莉酸产物或（2）茉莉酸酯化形成茉莉酸甲酯，随后通过分离这种方法生产的茉莉酸甲酯和新产品。

6. 发明授权

US5837659A Process for producing C.sub.9 C.sub.11 and C.sub.13 alkanols and microorganism capable of the same 失效
标题翻译：生产C9 C11和C13链烷醇和能够相同的微生物的方法
公开(公告)号：US5837659A
公开(公告)日：1998-11-17
申请号：US915934
申请日：1997-08-21
申请人： Mohamad I. Farbood , Laura E. Kizer , Lynda B. McLean , Mark A. Sprecker
发明人： Mohamad I. Farbood , Laura E. Kizer , Lynda B. McLean , Mark A. Sprecker
IPC分类号： A23L27/20 , A61K8/34 , A61Q13/00 , C11D3/20 , C11D3/50 , C11D9/44 , C12P7/04 , A61K7/46
CPC分类号： A61K8/342 , A23L27/20 , A61Q13/00 , C11D3/2013 , C11D3/50 , C12P7/04 , C12R1/38
摘要： Described is a microbiological method for producing C.sub.9, C.sub.11, and C.sub.13 alkanols defined according to the structures: ##STR1## wherein R.sub.1 is methyl or n-propyl using ketones defined according to the generic structure: ##STR2## as a substrate and using the microorganism: Pseudomonas cepacia ATCC 55792or mutants thereof.
摘要翻译：描述了根据以下结构定义的C9，C11和C13链烷醇的微生物学方法：其中R1是甲基或正丙基，使用根据通用结构定义的酮：作为底物并使用微生物：洋葱假单胞菌ATCC 55792或其突变体。

7. 发明授权

US5866381A Process for producing C.sub.9, C.sub.11 and C.sub.13 alkanols and microorganism capable of same 失效
标题翻译：生产C9，C11和C13链烷醇和能够相同的微生物的方法
公开(公告)号：US5866381A
公开(公告)日：1999-02-02
申请号：US64740
申请日：1998-04-23
申请人： Mohamad I. Farbood , Laura E. Kizer , Lynda B. McLean , Mark A. Sprecker
发明人： Mohamad I. Farbood , Laura E. Kizer , Lynda B. McLean , Mark A. Sprecker
IPC分类号： A23L27/20 , A61K8/34 , A61Q13/00 , C11D3/20 , C11D3/50 , C11D9/44 , C12N1/20 , C12P7/04 , A61K7/46
CPC分类号： A61K8/342 , A23L27/20 , A61Q13/00 , C11D3/2013 , C11D3/50 , C12P7/04 , C12R1/38 , Y10S435/874
摘要： Described is a microbiological method for producing C.sub.9, C.sub.11 and C.sub.13 alkanols defined according to the structures: ##STR1## wherein R.sub.1 is methyl or n-propyl using ketones defined according to the generic structure: ##STR2## as a substrate and using the microorganism: Pseudomonas cepacia ATCC 55792or mutants thereof.
摘要翻译：描述了根据以下结构定义的C9，C11和C13链烷醇的微生物学方法：其中R 1是甲基或正丙基，使用根据通用结构定义的酮：作为底物的＆lt; IMAGE＆gt; 使用微生物：洋葱假单胞菌ATCC 55792或其突变体。

8. 发明授权

US07250160B2 Jasmonic acid and jasmonic acid ester stereoisomers and compositions 有权
标题翻译：茉莉酸和茉莉酸酯立体异构体和组合物
公开(公告)号：US07250160B2
公开(公告)日：2007-07-31
申请号：US10233924
申请日：2002-09-03
申请人： Mohamad I. Farbood , Robert W. Blocker , Lynda B. McLean , Mark A. Sprecker , Michael P. McLean , Nicolas Kossiakoff , Augustine Yonghwi Kim , Myrna Hagedorn
发明人： Mohamad I. Farbood , Robert W. Blocker , Lynda B. McLean , Mark A. Sprecker , Michael P. McLean , Nicolas Kossiakoff , Augustine Yonghwi Kim , Myrna Hagedorn
IPC分类号： A61K8/00 , A01N37/00 , A23L1/226
CPC分类号： C07C69/738 , A23L27/203 , A23L27/24 , A24B15/34 , C07C59/82 , C07C2601/08 , C11B9/003 , C12N1/14 , C12P7/40 , C12P7/62
摘要： Described is a bioprocess for the high-yield production of food flavor-acceptable jasmonic acid and methyl jasmonate, as well as a novel jasmonic acid isomer produced thereby and organoleptic uses thereof. The process yields at least 5% of the “cis” isomer defined according the structure: (wherein R is hydrogen or methyl) or at least 5% of the “cis” isomer defined according to the structure: (wherein R is hydrogen or methyl). Compositions containing at least 98% of the isomer having the structure: with an optical rotation (αD20) of +58° are novel. Compositions containing at least 98% of the isomer having the structure: with an optical rotation (αD20) of +58° are also novel. The process of our invention comprises the cultivation under aerobic condition of one or more specific strain of Diplodia gossypina in a nutrient medium followed either by (1) isolation of the jasmonic acid product or (2) esterification of the jasmonic acid to form methyl jasmonate followed by the isolation of the methyl jasmonate and novel products produced by such process.
摘要翻译：描述了用于高产量生产食用香料可接受的茉莉酸和茉莉酮酸甲酯的生物过程，以及由此产生的新型茉莉酸异构体及其感官应用。该方法得到根据以下结构定义的至少5％的“顺式”异构体：（其中R是氢或甲基）或根据以下结构定义的至少5％的“顺式”异构体：（其中R是氢或甲基）。含有至少98％具有以下结构的异构体的组合物：具有+ 58°的旋光度（α→20℃）是新颖的。含有至少98％具有以下结构的异构体的组合物：具有+ 58°的旋光度（α→20°）也是新颖的。本发明的方法包括在营养培养基中培养一种或多种特异性棉花Diplodia gossypina菌株的好氧条件，然后通过（1）分离茉莉酸产物或（2）茉莉酸酯化形成茉莉酸甲酯，随后通过分离这种方法生产的茉莉酸甲酯和新产品。

9. 发明授权

US06333180B1 Bioprocess for the high-yield production of food flavor-acceptable jasmonic acid and methyl jasmonate 有权
标题翻译：用于高产量生产食用香料可接受的茉莉酸和茉莉酸甲酯的生物工艺
公开(公告)号：US06333180B1
公开(公告)日：2001-12-25
申请号：US09468134
申请日：1999-12-21
申请人： Mohamad I. Farbood , Robert W. Blocker , Lynda B. McLean , Mark A. Sprecker , Michael P. McLean , Nicolas Kossiakoff , Augustine Yonghwi Kim , Myrna Hagedorn
发明人： Mohamad I. Farbood , Robert W. Blocker , Lynda B. McLean , Mark A. Sprecker , Michael P. McLean , Nicolas Kossiakoff , Augustine Yonghwi Kim , Myrna Hagedorn
IPC分类号： C12P1702
CPC分类号： C07C69/738 , A23L27/203 , A23L27/24 , A24B15/34 , C07C59/82 , C07C2601/08 , C11B9/003 , C12N1/14 , C12P7/40 , C12P7/62
摘要： Described is a bioprocess for the high-yield production of food flavor-acceptable jasmonic acid and methyl jasmonate, as well as a novel jasmonic acid isomer produced thereby and organoleptic uses thereof. The process yields at least 5% of the “cis” isomer defined according the structure: (wherein R is hydrogen or methyl) or at least 5% of the “cis” isomer defined according to the structure: (wherein R is hydrogen or methyl). Compositions containing at least 98% of the isomer having the structure: with an optical rotation (&agr;D20) of +58° are novel. Compositions containing at least 98% of the isomer having the structure: with an optical rotation (&agr;D20) of +58° are also novel. The process of our invention comprises the cultivation under aerobic condition of one or more specific strain of Diplodia gossypina in a nutrient medium followed either by (1) isolation of the jasmonic acid product or (2) esterification of the jasmonic acid to form methyl jasmonate followed by the isolation of the methyl jasmonate and novel products produced by such process.
摘要翻译：描述了用于高产量生产食用香料可接受的茉莉酸和茉莉酮酸甲酯的生物过程，以及由此产生的新型茉莉酸异构体及其感官应用。该方法得到根据以下结构定义的至少5％的“顺式”异构体：（其中R是氢或甲基）或根据以下结构定义的至少5％的“顺式”异构体：（其中R是氢或甲基）。含有至少98％具有以下结构的异构体的组合物：具有+ 58°的旋光度（αD20）是新颖的。含有至少98％具有以下结构的异构体的组合物：具有+ 58°的旋光度（αD20）也是新颖的。本发明的方法包括在营养培养基中培养一种或多种特异性棉花Diplodia gossypina菌株的好氧条件，然后通过（1）分离茉莉酸产物或（2）茉莉酸酯化形成茉莉酸甲酯，随后通过分离这种方法生产的茉莉酸甲酯和新产品。

10. 再颁专利

USRE32721E Bridged ketones and process for preparing same 失效
标题翻译：桥接酮及其制备方法
公开(公告)号：USRE32721E
公开(公告)日：1988-07-26
申请号：US684776
申请日：1984-12-21
申请人： Mark A. Sprecker , James M. Sanders , William L. Schreiber , Hugh Watkins , Joaquin F. Vinals , Edward J. Shuster , Thomas J. O'Rourke , Myrna L. Hagedorn , Philip Klemarczyk
发明人： Mark A. Sprecker , James M. Sanders , William L. Schreiber , Hugh Watkins , Joaquin F. Vinals , Edward J. Shuster , Thomas J. O'Rourke , Myrna L. Hagedorn , Philip Klemarczyk
IPC分类号： A24B15/30 , A24B15/34 , C07C45/00 , C07C45/67 , C07C47/445 , C07C49/453 , C11B9/00 , C11D3/50 , D06M13/00
CPC分类号： D06M13/005 , A24B15/30 , A24B15/345 , C07C45/00 , C07C45/67 , C07C47/445 , C07C49/453 , C11B9/0042 , C11D3/50 , C07C2103/66
摘要： Described are compounds covered by the generic structure. ##STR1## where one, two or all of R.sub.1, R.sub.2 and R.sub.3 are the same or different and each represents hydrogen or lower alkyl of from 1 up to 3 carbon atoms; a process for preparing same using compounds having the generic structure; ##STR2## where one of the dashed lines is a carbon-carbon double bond and the other of the dashed lines represents carbon-carbon single bonds and organoleptic uses thereof in perfumes, colognes, perfumed articles such as anionic, cationic and non-ionic detergents, cosmetic powders and dryer-added fabric softener articles, as well as in smoking tobaccos and smoking tobacco articles, e.g., the body of smoking tobacco, the wrapper or the filter therefor. Thus, the tricyclic ketone compounds of our invention, having the generic structure: ##STR3## impart, augment or enhance low-keyed oily, woody, amber, leathery, warm spice, earthy camphoraceous, patchouli-like, balsamic-like, green, cardamom-like, vetiver-like, sweet woody or minty nuances in or to perfumed compositions or perfumed articles or colognes. The tricyclic ketones of our invention further augment, enhance or impart sweet, floral, woody, spicy, leathery and amber aroma nuances to smoking tobacco prior to smoking and sweet aromas with natural tobacco taste and aroma nuances on smoking in the main stream and in the side stream.

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