Dynemicin analogs

A dynemicin analog having the formula:

• ##STR82## wherein R.sub.1 is hydrogen, alkyl, protected alkyl alcohol, protected alkyl thiol;
• R.sub.2 is hydrogen, alkyl, protected alkyl alcohol, or protected alkyl thiol;
• R.sub.3 is hydrogen, carbonyl oxygen, alkyl, hydroxy, alkyl ether, carboxyl, or halogen;
• R.sub.4 is hydrogen, alkyl ether, hydroxy, alkyl, halogen, or is absent when R.sub.3 is carbonyl oxygen;
• R.sub.5 is hydrogen, carbonyl oxygen, hydroxy, halogen, alkyl ether, or alkyl;
• R.sub.6 is hydrogen, hydroxy, halogen, alkyl group, alkyl ether, or is absent when R.sub.5 is carbonyl oxygen;
• R.sub.7 is hydrogen, hydroxyl, alkyl ether, or trialkyl silyl ether;
• R.sub.8 is hydrogen, alkyl, aryl, protected alkylamine, protected alkylthiol, or with R.sub.9 and the unsaturated vinylene between R.sub.8 and R.sub.9 form an aryl group;
• R.sub.9 is hydrogen, alkyl, aryl, protected alkylamine, protected alkylthiol, or with R.sub.8 and the unsaturated vinylene between R.sub.8 and R.sub.9 an aryl group;
• R.sub.10 is hydrogen;
• R.sub.11 is carbonyl oxygen, hydroxy, hydrogen, alkyl ether, trialkyl silyl ether, alkyl silyl ether, or alkyl;
• R.sub.12 is hydrogen, alkyl ether, or alkyl;
• R.sub.13 is hydrogen, alkyl, or together with R.sub.14 and the unsaturated vinylene group between R.sub.13 and R.sub.14 form an aryl group;
• R.sub.14 is hydrogen, alkyl, or together with R.sub.13 and the unsaturated vinylene group between R.sub.13 and R.sub.14 form an aryl group;
• R.sub.15 is hydrogen, alkyl ether, or alkyl;
• and
• R.sub.16 is carbonyl oxygen, hydroxy, hydrogen, alkyl ether, trialkyl silyl ether, alkyl silyl ether, or alkyl,
• wherein each aryl is a ring of six carbon atoms and wherein each alkyl is a C1-C16 straight or branched alkyl and when there is an alkyl sharing a carbon or adjacent a carbon having another alkyl thereon, said alkyl is unbranched.

A dynemicin analog having the formula:

• ##STR83## wherein R.sub.1 is hydrogen, alkyl, protected alkyl alcohol, protected alkyl thiol;
• R.sub.2 is hydrogen, alkyl, protected alkyl alcohol, or protected alkyl thiol;
• R.sub.4 is hydrogen, halogen, carboxy, alkyl ester, alkyl ether or COZ, wherein Z is primary or secondary amine, alkylthiol or alkyl;
• R.sub.6 is hydrogen, halogen, carboxy, alkyl ester, alkyl ether or COZ, wherein Z is a primary or secondary amine, alkylthiol or alkyl;
• R.sub.7 is hydrogen, hydroxyl, alkyl ether, or trialkyl silyl ether;
• R.sub.8 is hydrogen, alkyl, aryl, protected alkylamine, protected alkylthiol, or with R.sub.9 and the unsaturated vinylene between R.sub.8 and R.sub.9 form an aryl group;
• R.sub.9 is hydrogen, alkyl, aryl, protected alkylamine, protected alkylthiol, or with R.sub.8 and the unsaturated vinylene between R.sub.8 and R.sub.9 an aryl group;
• R.sub.11 is hydroxy, hydrogen, alkyl ether, trialkyl silyl ether, alkyl silyl ether, or alkyl;
• R.sub.12 is hydrogen, alkyl ether, or alkyl;
• R.sub.13 is hydrogen, alkyl, or together with R.sub.14 and the unsaturated vinylene group between R.sub.13 and R.sub.14 form an aryl group;
• R.sub.14 is hydrogen, alkyl, or together with R.sub.13 and the unsaturated vinylene group between R.sub.13 and R.sub.14 form an aryl group;
• R.sub.15 is hydrogen, alkyl ether, or alkyl;
• and
• R.sub.16 is hydroxy, hydrogen, alkyl ether, trialkyl silyl ether, alkyl silyl ether, or alkyl;
• wherein each aryl is a ring of six carbon atoms and wherein each alkyl is a C1-C16 straight or branched alkyl and when there is an alkyl sharing a carbon or adjacent a carbon having another alkyl thereon, said alkyl is unbranched.

A dynemicin analog having the formula:

• ##STR84## wherein R.sub.1 is hydrogen, alkyl, protected alkyl alcohol, protected alkyl thiol;
• R.sub.2 is hydrogen, alkyl, protected alkyl alcohol, or protected alkyl thiol;
• R.sub.4 is hydrogen, halogen, carboxy, alkyl ester, alkyl ether or COZ, wherein Z is primary or secondary amine, alkylthiol or alkyl;
• R.sub.6 is hydrogen, halogen, carboxy, alkyl ester, alkyl ether or COZ, wherein Z is a primary or secondary amine, alkylthiol or alkyl;
• R.sub.7 is hydrogen, hydroxyl, alkyl ether, or trialkyl silyl ether;
• R.sub.8 is hydrogen, alkyl, aryl, protected alkylamine, protected alkylthiol, or with R.sub.9 and the unsaturated vinylene between R.sub.8 and R.sub.9 form an aryl group;
• R.sub.9 is hydrogen, alkyl, aryl, protected alkylamine, protected alkylthiol, or with R.sub.8 and the unsaturated vinylene between R.sub.8 and R.sub.9 an aryl group;
• R.sub.11 is hydrogen, alkyl ether, trialkyl silyl ether, alkyl silyl ether, or alkyl;
• R.sub.12 is hydrogen, alkyl ether, or alkyl;
• R.sub.13 is hydrogen, alkyl, or together with R.sub.14 and the unsaturated vinylene group between R.sub.13 and R.sub.14 form an aryl group;
• R.sub.14 is hydrogen, alkyl, or together with R.sub.13 and the unsaturated vinylene group between R.sub.13 and R.sub.14 form an aryl group;
• R.sub.15 is hydrogen, alkyl ether, or alkyl;
• and
• R.sub.16 is hydrogen, alkyl ether, trialkyl silyl ether, alkyl silyl ether, or alkyl;
• wherein each aryl is a ring of six carbon atoms and wherein each alkyl is a C1-C16 straight or branched alkyl and when there is an alkyl sharing a carbon or adjacent a carbon having another alkyl thereon said alkyl is unbranched.

A dynemicin analog having the formula:

• ##STR85## wherein R.sub.1 is hydrogen, alkyl, protected alkyl alcohol, protected alkyl thiol;
• R.sub.2 is hydrogen, alkyl, protected alkyl alcohol, or protected alkyl thiol;
• R.sub.4 is hydrogen, halogen, carboxy, alkyl ester or COZ, wherein Z is primary or secondary amine, alkylthiol or alkyl;
• R.sub.6 is hydrogen, halogen, carboxy, alkyl ester, alkyl ether or COZ, wherein Z is a primary or secondary amine, alkylthiol or alkyl;
• R.sub.7 is hydrogen, hydroxyl, alkyl ether, or trialkyl silyl ether;
• R.sub.8 is hydrogen, alkyl, aryl, protected alkylamine, protected alkylthiol, or with R.sub.9 and the unsaturated vinylene between R.sub.8 and R.sub.9 form an aryl group;
• R.sub.9 is hydrogen, alkyl, aryl, protected alkylamine, protected alkylthiol, or with R.sub.8 and the unsaturated vinylene between R.sub.8 and Rg an aryl group;
• R.sub.10 is hydrogen;
• R.sub.11 is carbonyl oxygen, hydroxy, hydrogen, alkyl ether, trialkyl silyl ether, alkyl silyl ether, or alkyl;
• R.sub.12 is hydrogen, hydroxy or alkyl;
• R.sub.13 is hydrogen, alkyl, or together with R.sub.14 and the unsaturated vinylene group between R.sub.13 and R.sub.14 form an aryl group;
• R.sub.14 is hydrogen, alkyl, or together with R.sub.13 and the unsaturated vinylene group between R.sub.13 and R.sub.14 form an aryl group;
• R.sub.15 is hydrogen, hydroxy or alkyl;
• and
• R.sub.16 is carbonyl oxygen, hydroxy, hydrogen, alkyl ether, trialkyl silyl ether, alkyl silyl ether, or alkyl;
• wherein said dynemicin analog is not dynemicin A, and
• wherein each aryl is a ring of six carbon atoms and wherein each alkyl is a C1-C16 straight or branched alkyl, and when there is an alkyl sharing a carbon or adjacent a carbon having another alkyl thereon, said alkyl is unbranched.

A dynemicin analog having the formula:

• ##STR86## wherein R.sub.1 is hydrogen, alkyl, protected alkyl alcohol, protected alkyl thiol;
• R.sub.2 is hydrogen, alkyl, protected alkyl alcohol, or protected alkyl thiol;
• R.sub.3 is hydrogen, carbonyl oxygen, alkyl, hydroxy, alkyl ether, carboxyl, or halogen;
• R.sub.4 is hydrogen, alkyl ether, hydroxy, alkyl, halogen, or is absent when R.sub.3 is carbonyl oxygen;
• R.sub.5 is hydrogen, carbonyl oxygen, hydroxy, halogen, alkyl ether, or alkyl;
• R.sub.6 is hydrogen, hydroxy, halogen, alkyl group, alkyl ether, or is absent when R.sub.5 is carbonyl oxygen;
• R.sub.7 is hydrogen, hydroxyl, alkyl ether, or trialkyl silyl ether;
• R.sub.8 is hydrogen, alkyl, aryl, protected alkylamine, protected alkylthiol, or with R.sub.9 and the unsaturated vinylene between R.sub.8 and R.sub.9 form an aryl group;
• R.sub.9 is hydrogen, alkyl, aryl, protected alkylamine, protected alkylthiol, or with R.sub.8 and the unsaturated vinylene between R.sub.8 and R.sub.9 an aryl group;
• R.sub.11 is carbonyl oxygen, hydroxy, hydrogen, alkyl ether, trialkyl silyl ether, alkyl silyl ether, or alkyl;
• R.sub.12 is hydrogen, alkyl ether, or alkyl;
• R.sub.13 is hydrogen, alkyl, or together with R.sub.14 and the unsaturated vinylene group between R.sub.13 and R.sub.14 form an aryl group;
• R.sub.14 is hydrogen, alkyl, or together with R.sub.13 and the unsaturated vinylene group between R.sub.13 and R.sub.14 form an aryl group;
• R.sub.15 is hydrogen, alkyl ether, or alkyl;
• and
• R.sub.16 is carbonyl oxygen, hydroxy, hydrogen, alkyl ether, trialkyl silyl ether, alkyl silyl ether, or alkyl,
• wherein each aryl is a ring of six carbon atoms and wherein each alkyl is a C1-C16 straight or branched alkyl, and when there is an alkyl sharing a carbon or adjacent a carbon having another alkyl thereon, said alkyl is unbranched.

A dynemicin analog having the formula:

• ##STR87## wherein R.sub.1 is hydrogen, alkyl, protected alkyl alcohol, protected alkyl thiol;
• R.sub.2 is hydrogen, alkyl, protected alkyl alcohol, or protected alkyl thiol;
• R.sub.3 is hydrogen, carbonyl oxygen, alkyl, hydroxy, alkyl ether, carboxyl, or halogen;
• R.sub.4 is hydrogen, alkyl ether, hydroxy, alkyl, halogen, or is absent when R.sub.3 is carbonyl oxygen;
• R.sub.5 is hydrogen, carbonyl oxygen, hydroxy, halogen, alkyl ether, or alkyl;
• R.sub.6 is hydrogen, hydroxy, halogen, alkyl group, alkyl ether, or is absent when R.sub.5 is carbonyl oxygen;
• R.sub.7 is hydrogen, hydroxyl, alkyl ether, or trialkyl silyl ether;
• R.sub.8 is hydrogen, alkyl, aryl, protected alkylamine, protected alkylthiol, or with R.sub.9 and the unsaturated vinylene between R.sub.8 and R.sub.9 form an aryl group;
• R.sub.9 is hydrogen, alkyl, aryl, protected alkylamine, protected alkylthiol, or with R.sub.8 and the unsaturated vinylene between R.sub.8 and R.sub.9 an aryl group;
• R.sub.11 is hydroxy, hydrogen, alkyl ether, trialkyl silyl ether, alkyl silyl ether, or alkyl;
• R.sub.12 is hydrogen, alkyl ether, or alkyl;
• R.sub.13 is hydrogen, alkyl, or together with R.sub.14 and the unsaturated vinylene group between R.sub.13 and R.sub.14 form an aryl group;
• R.sub.14 is hydrogen, alkyl, or together with R.sub.13 and the unsaturated vinylene group between R.sub.13 and R.sub.14 form an aryl group;
• R.sub.15 is hydrogen, alkyl ether, or alkyl;
• and
• R.sub.16 is hydroxy, hydrogen, alkyl ether, trialkyl silyl ether, alkyl silyl ether, or alkyl;
• wherein each aryl is a ring of six carbon atoms and wherein each alkyl is a C1-C16 straight or branched alkyl, and when there is an alkyl sharing a carbon or adjacent a carbon having another alkyl thereon, said alkyl is unbranched.