Quote 1
ANTONIO
Hie thee, gentle Jew.
The Hebrew will turn Christian; he grows kind. (1.3.191-192)
Antonio's sarcasm is pretty blatant here—he cannot fathom the possibility that Shylock the Jew is just being "kind." We also notice Antonio's use of the word "gentle," a term that shows up quite a bit in this play. For Antonio and many of the other characters, "gentle" means a few things: 1) considerate behavior, 2) aristocratic heritage, and 3) gentile (Christian). In other words, Antonio is saying that Shylock will never be "gentle" (considerate or upper class) because he's not a Christian.
Quote 2
ANTONIO
Thou know'st that all my fortunes are at sea;
Neither have I money nor commodity
To raise a present sum. Therefore go forth:
Try what my credit can in Venice do;
That shall be racked, even to the uttermost
To furnish thee to Belmont to fair Portia.
Go, presently inquire, and so will I,
Where money is, and I no question make
To have it of my trust, or for my sake. (1.1.184-192)
Wow, the wealthy Antonio sure does love his BFF. Here he says he'd loan Bassanio the money he needs to woo Portia in style, but he can't because all his dough is tied up "at sea." As an alternative, Antonio says Bassanio can use his (Antonio's) good credit in order to secure a loan. (Basically, Antonio's going to be a kind of co-signer.) This is a really generous and risky offer for Antonio to make because, as we know, Bassanio is terrible at managing his money, which is why he's always sponging off his friend.
Quote 3
ANTONIO
Well, tell me now what lady is the same
To whom you swore a secret pilgrimage,
That you today promised to tell me of? (1.1.126-128)
Bassanio's love life is the first thing Antonio brings up with Bassanio when they're alone together in the play. Maybe he's just one of those guys who likes to gossip, or maybe Bassanio has been on his mind. Bassanio's new courtship seems likely to be the source of Antonio's sadness, as it's at the forefront of his mind. Antonio clearly cares deeply about Bassanio as a friend, and he's facing the fact that he might lose him to this woman.
Quote 4
ANTONIO
I pray you, good Bassanio, let me know it;
And if it stand, as you yourself still do,
Within the eye of honor, be assured
My purse, my person, my extremest means
Lie all unlocked to your occasions. (1.1.142-146)
Antonio is willing to do anything to help his friend, including loaning him the money to woo Portia. What's interesting is that Antonio says that it's not just his "purse" (wallet) that's "unlock'd" for Bassanio's use; he is also making his entire "person" available to his friend, which may suggest a sexual relationship.
Quote 5
ANTONIO
I am as like to call thee so again,
To spit on thee again, to spurn thee, too.
If thou wilt lend this money, lend it not
As to thy friends, for when did friendship take
A breed for barren metal of his friend? (1.3.140-144)
Quote 6
ANTONIO
My Lord Bassanio, let him have the ring.
Let his deservings and my love withal
Be valued 'gainst your wife's commandment. (4.1.467-469)
Here Antonio convinces his BFF to give "Balthazar" Portia's ring. Not knowing that Portia has just saved his backside, Antonio still insists that his friendship be valued over her love. It's like he's jockeying with her for the primary spot in Bassanio's heart. Seriously, he just nagged Bassanio into giving up the equivalent of his wedding ring!
But this completely backfires for Antonio, because Portia later confronts her husband about giving up the love token and guilt-trips him into being a better husband. You can read more about this ring business in "Symbolism, Imagery, Allegory."
Quote 7
ANTONIO
Try what my credit can in Venice do;
That shall be racked even to the uttermost
To furnish thee to Belmont, to fair Portia.
Go presently inquire, and so will I,
Where money is, and I no question make
To have it of my trust, or for my sake. (1.1.187-192)
When Antonio gives Bassanio the financial assistance he needs to woo Portia in style, Portia becomes the medium through which Antonio can strengthen his relationship with Bassanio. Since Bassanio will be further indebted to Antonio, the two friends will become that much closer and Bassanio will reap the financial rewards of being married to Portia. In other words, marriage is less about the relationship between husband and wife than it is an opportunity for Antonio and Bassanio to strengthen their bonds.
Quote 8
ANTONIO
If thou wilt lend this money, lend it not
As to thy friends, for when did friendship take
A breed for barren metal of his friend?
But lend it rather to thine enemy,
Who, if he break, thou mayst with better face
Exact the penalty. (1.3.142-147)
Antonio is really asking for it here. He says that because he's not coming to ask for money out of friendship, and this is just business, Shylock has the right to exact a penalty should Antonio fail his bond. While Shylock's seeking a pound of flesh seems rather extreme, it can be linked back to Antonio's extravagant and unapologetic manner of asking for the money in the first place.
Quote 9
ANTONIO
The duke cannot deny the course of law,
For the commodity that strangers have
With us in Venice, if it be denied,
Will much impeach the justice of his state,
Since that the trade and profit of the city
Consisteth of all nations. Therefore go. (3.3.29-34)
Because non-Venetian traders contribute to the city's economic well-being, Venice has laws in place to protect their rights. Therefore, reasons Antonio, Shylock will have his bond and there's nothing anybody can do about it.
Quote 10
ANTONIO
I have heard
Your Grace hath ta'en great pains to qualify
His rigorous course; but since he stands obdurate,
And that no lawful means can carry me
Out of his envy's reach, I do oppose
My patience to his fury, and am armed
To suffer with a quietness of spirit
The very tyranny and rage of his. (4.1.7-14)
Antonio has flipped the situation to make himself seem like a martyr. Sure, Shylock is pursuing his fury, but he's also pursuing the law. Antonio now tries to make himself look like a long-suffering saint. His humility and piety are a far cry from the jovial way in which he willingly took up the bond in the first place.
Quote 11
ANTONIO
In sooth, I know not why I am so sad.
It wearies me; you say it wearies you;
But how I caught it, found it, or came by it,
What stuff 'tis made of, whereof it is born,
I am to learn;
And such a want-wit sadness makes of me
That I have much ado to know myself. (1.1.1)
We don't yet know why Antonio is sad, but his mysterious proclamation sets him up as a generally melancholy character for the rest of the play. Furthermore, we learn that Antonio doesn't always have a rational explanation (at least one that he knows of) for how he feels.
Quote 12
ANTONIO
Well, jailer, on; pray God Bassanio come
To see me pay his debt, and then I care not. (3.3.4)
Antonio recognizes that he has no choice but to resign himself to his fate. He no longer needs to scheme about being saved and can turn all of his attention to being loved and celebrated by his friend before he dies.
Quote 13
ANTONIO
Hear me yet, good Shylock.
SHYLOCK
I'll have my bond. Speak not against my bond. (3.3.2)
Given the choice between mercy and vengeance, Shylock chooses the latter. What's more, his repetitious demand to have his "bond" demonstrates that he is completely inflexible, even after he is given ample opportunity to resolve his beef with Antonio in a peaceful manner.